Water → (R)-2-(2-bromo-3-methylbutyryl)amino-6-isopropylphenol

HRID 622376노트

반응식

HRID 622376 반응식
Cl.[NH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([CH:9]([CH3:11])[CH3:10])[C:4]=1[OH:12].O.C(=O)(O)[O-].[Na+].[Br:19][C@H:20]([CH:24]([CH3:26])[CH3:25])[C:21](Cl)=[O:22]>C(OCC)(=O)C>[Br:19][C@H:20]([CH:24]([CH3:26])[CH3:25])[C:21]([NH:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([CH:9]([CH3:10])[CH3:11])[C:4]=1[OH:12])=[O:22]

참가 물질

6

반응물 4

HCID 962WaterHCID 516892Sodium BicarbonateHCID 212930372-Amino-6-isopropylphenol hydrochlorideHCID 22839824(R)-2-bromo-3methylbutyryl chloride

생성물 1

HCID 6932486(R)-2-(2-bromo-3-methylbutyryl)amino-6-isopropylphenol수율 76.1%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매2회

실험 절차

To a stirred, ice-cooled mixture of 2-amino-6-isopropylphenol hydrochloride (15.0 g), ethyl acetate (200 ml), water (100 ml), and sodium bicarbonate (20.0 g), was added dropwise a solution of (R)-2-bromo-3methylbutyryl chloride (16.0 g) in ethyl acetate (30 ml). The whole was stirred for 30 minutes, and the ethyl acetate layer was separated, washed with water and dried over MgSO4. Removal of the solvent gave (R)-2-(2-bromo-3-methylbutyryl)amino-6-isopropylphenol as crystals (19.1 g, 76.1%). Recrystallization from isopropyl ether afforded colorless needles, mp 108°-109° C. [α]D23 +44.8° (c=0.82, MeOH).

후처리

  1. temperatureTo a stirred, ice-cooled
  2. customthe ethyl acetate layer was separated
  3. washwashed with water
  4. dry with materialdried over MgSO4
  5. customRemoval of the solvent

출처 및 근거

ORD 기록
ord-2f24d0c71b41437d93d6c3ff70833fcb
출처 데이터셋
uspto-grants-1988_09
특허 번호
US04771050

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