| Identification | More | [Name]
N-(Methoxymethyl)-N-(trimethylsilylmethyl)benzylamine | [CAS]
93102-05-7 | [Synonyms]
N-BENZYL-N-(METHOXYMETHYL)-N-TRIMETHYLSILYLMETHYLAMINE
N-Benzyl-N-(methoxymethyl)trimethylsilylmethylamine
N-(METHOXYMETHYL)-N-(TRIMETHYLSILYLMETHYL)BENZYLAMINE
N-(METHOXYMETHYL)-N-((TRIMETHYLSILYL) METHYL)(PHENYL)METHANAMINE
N-(Methoxymethyl)-N-(trimethylsilyl) benzylamine
Benzyl-methoxymethyl-trimethylsilanylmethylamine
N-(Methoxymethyl)-N-(trimethyl
N-(Methoxymethyl)-N-(trimethylsilylmethyl)benzylamine, HPLC 96%
N-(methoxymethyl)(phenyl)-N-((trimethylsilyl)methyl)methanamine
N-(Methoxymethyl)-N-(phenylmethyl)-1-trimethylsilylmethanamine
N-(Methoxymethyl)-N-[(trimethylsilyl)methyl]benzenemethanamine
[[Benzyl(methoxymethyl)amino]methyl]trimethylsilane
N-(Trimethylsilylmethyl)-N-(methoxymethyl)benzylamine
N-[(Trimethylsilyl)methyl]-N-(methoxymethyl)benzenemethanamine
N-Benzyl-N-methoxymethyltrimethylsilylmethanamine
N-Benzyl-N-(methoxymethyl)-N-trimethylsilymethyamine | [EINECS(EC#)]
630-326-4 | [Molecular Formula]
C13H23NOSi | [MDL Number]
MFCD00674005 | [Molecular Weight]
237.41 | [MOL File]
93102-05-7.mol |
| Chemical Properties | Back Directory | [Appearance]
clear colorless to light yellow liquid | [Boiling point ]
76 °C0.3 mm Hg(lit.)
| [density ]
0.928 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.492(lit.)
| [Fp ]
151 °F
| [storage temp. ]
Refrigerator | [solubility ]
Soluble in chloroform, ethyl acetate. | [form ]
Liquid | [pka]
7.29±0.50(Predicted) | [color ]
Clear colorless to light yellow | [Specific Gravity]
0.928 | [Hydrolytic Sensitivity]
2: reacts with aqueous acid | [Sensitive ]
Moisture & Light Sensitive | [BRN ]
4311216 | [InChIKey]
RPZAAFUKDPKTKP-UHFFFAOYSA-N | [CAS DataBase Reference]
93102-05-7(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S37/39:Wear suitable gloves and eye/face protection . | [RIDADR ]
1993 | [WGK Germany ]
3
| [HazardClass ]
3 | [PackingGroup ]
Ⅲ | [HS Code ]
29319090 |
| Raw materials And Preparation Products | Back Directory | [Raw materials]
Sodium hydroxide-->Ethyl acetate-->Formaldehyde-->Benzylamine-->Chloromethyltrimethylsilane-->Methanol-->N-[(Trimethylsilyl)methyl]benzylamine-->Potassium carbonate | [Preparation Products]
CIS-5-BENZYLTETRAHYDROPYRROLO[3,4-C]PYRROLE-1,3(2H,3AH)-DIONE-->1-Benzyl-3-trifluoromethyl-pyrrolidine-3-carboxylic acid-->Ethyl 1-benzyl-4,4-diMethylpyrrolidine-3-carboxylate-->3,4-Pyrrolidinedicarboxylic acid, 1-(phenylmethyl)-, 3,4-dimethyl ester, (3S,4S)--->2-BENZYL-HEXAHYDRO-CYCLOPENTA[C]PYRROL-4-ONE-->Methyl DL-1-benzyl-4-phenylpyrrolidine-3-carboxylate |
| Hazard Information | Back Directory | [Chemical Properties]
N-(Methoxymethyl)-N-(trimethylsilylmethyl)benzylamine is clear colorless to light yellow liquid
| [Physical properties]
bp 77–80°C/0.5 mmHg. | [Synthesis]
N-[(Trimethylsilyl)methyl]benzylamine (Intermediate P15, 28.588 g, 144.89 mmol) was added dropwise to the formaldehyde solution (37%, 16.816 g, 207.19 mmol) at 0 °C. Subsequently, solid potassium carbonate (16.182 g, 115.91 mmol) was added to the reaction mixture and stirred continuously for 2 hours at room temperature. After completion of the reaction, water (50 mL) was added for dilution and the mixture was extracted with ether (2 x 50 mL). The organic layer was subsequently washed with brine and dried with anhydrous sodium sulfate. Finally, the solvent and desiccant were removed by reduced pressure distillation to afford 33.551 g of the yellow oily target product N-(methoxymethyl)-N-(trimethylsilylmethyl)benzylamine in 97.5% yield. The product was characterized by 1H NMR (300 MHz, CDCl3): δ 7.35-7.18 (m, 5H), 3.99 (s, 2H), 3.75 (s, 2H), 3.22 (s, 3H), 2.18 (s, 2H), 0.13 (s, 9H). | [References]
[1] Patent: WO2014/24125, 2014, A1. Location in patent: Page/Page column 24-25 |
| Questions And Answer | Back Directory | [Preparation]
N-Methoxymethyl-N-(trimethylsilylmethyl)benzylamine is most conveniently prepared by treatment of benzylamine with chloromethyltrimethylsilane followed by formaldehyde and methanol. Access to higher ether homologs is achieved by replacing methanol with the appropriate alcohol. An alternate procedure involves alkylation of lithium N-benzyltrimethylsilymethylamide with methoxymethyl chloride.
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