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Potassium Hydroxide → 2-Amino-1-(4-bromophenyl)-1-ethanol

HRID 1160210
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HRID 1160210 반응식
[BH4-].[Na+].[OH-].[K+].Cl.[NH2:6][CH2:7][C:8]([C:10]1[CH:15]=[CH:14][C:13]([Br:16])=[CH:12][CH:11]=1)=[O:9]>CO>[NH2:6][CH2:7][CH:8]([C:10]1[CH:15]=[CH:14][C:13]([Br:16])=[CH:12][CH:11]=1)[OH:9]
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참가 물질

5

반응물 3

HCID 14797Potassium HydroxideHCID 27982162-Amino-1-(4-bromophenyl)ethan-1-one hydrochlorideHCID 4311764Sodium borohydride

생성물 1

HCID 137289422-Amino-1-(4-bromophenyl)-1-ethanol

시약·촉매·용매 1

HCID 887Methanol용매3회

실험 절차

Sodium borohydride (227 mg, 6.00 mmol) was dissolved in methanol (10 mL) and 5% potassium hydroxide in methanol (4.49 mL, 4.00 mmol) was carefully added. To this solution was added 2-Amino-1-(4-bromo-phenyl)-ethanone hydrochloride (1.0 g, 4.00 mmol) dissolved in methanol (10 mL) and stirring continued for 0.2 hours at room temperature. The mixture was concentrated, and quenched with saturated sodium bicarbonate (10 mL) and extracted with dichloromethane several times. The organics were combined, dried over anhydrous sodium sulfate, filtered, and concentrated in vacuo. The title compound was isolated as a yellow solid (677 mg, 77%). 1H NMR (300 MHz, CDCl3): 7.51-7.47 (d. 2H), 7.27-7.23 (d, 2H), 4.63-4.59 (m, 1H), 3.03 (dd, 1H), 2.76 (dd, 1H)

후처리

  1. concentrationThe mixture was concentrated
  2. customquenched with saturated sodium bicarbonate (10 mL)
  3. extractionextracted with dichloromethane several times
  4. dry with materialdried over anhydrous sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-d6385e3f14544f3fa1a967fe8d8cf8cb
출처 데이터셋
uspto-grants-2010_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07816354B2

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