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ChemicalBook CAS DataBase List 6-BROMO-2,3-DIHYDRO-1H-INDEN-1-OL
75476-86-7

6-BROMO-2,3-DIHYDRO-1H-INDEN-1-OL synthesis

9synthesis methods
6-Bromoindanone

14548-39-1

6-BROMO-2,3-DIHYDRO-1H-INDEN-1-OL

75476-86-7

Example 10 Part A, Synthesis of 6-bromo-2,3-dihydro-1H-inden-1-ol: 6-bromo-1-indanone (1.4 g, 6.57 mmol) was dissolved in 20 mL of methanol, and sodium borohydride (0.087 g, 2.3 mmol) was slowly added over a period of 5 minutes at room temperature. The reaction mixture was stirred at room temperature for 2 hours. Upon completion of the reaction, the mixture was concentrated under reduced pressure and then partitioned between ethyl acetate (50 mL) and 1N HCl (20 mL). The organic layer was separated, dried over sodium sulfate and subsequently concentrated under reduced pressure to afford the title compound 6-bromo-2,3-dihydro-1H-inden-1-ol as a solid (1.4 g, 99%). The product was characterized by 1H NMR (CDCl3): δ 7.45 (s, 1H), 7.3 (d, 1H), 7.0 (d, 1H), 5.2 (t, 1H), 2.9 (m, 1H), 2.7 (m, 1H), 2.4 (m, 1H), 1.9 (m, 2H).

-

Yield: 100%

Reaction Conditions:

with sodium tetrahydroborate in ethanol at 10 - 20; for 3 h;

Steps:

4 liquid crystal compound 3RIGUQUF
168.8g compd. 6 and 650 ml of ethanol is added during the reaction of the bottle. Next, the water temperature is lower than 10 °C, NaBH445g of small amounts of added. Next, raised in temperature to room temperature, the reaction solution is a 3-hour continuous agitation. After the reaction is completed, ethanol is removed, then the hydrolysis of 10% HCl 450 ml is added is in order. The mixture is extracted by dichlomethane, thereafter is washed with water, dried and then, the solvent is removed, 170g compd. 7 in which yield 100% (corallite solid). The reaction of the pathway of the following relationships.

References:

DAXIN MATERIALS CORPORATION;LEE, CHING-TIEN;LIU, HSIN-CHENG;WANG, CHUN-CHIH;JIANG, TIAN-MENG;TIAN, HUI-QUIANG;GAO, LI-LONG;HUANG, WAN-YU JP2016/29040, 2016, A Location in patent:Paragraph 0058