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

HRID 622376ノート

反応式

HRID 622376 の反応式
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]

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒2 回

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-2f24d0c71b41437d93d6c3ff70833fcb
出典データセット
uspto-grants-1988_09
特許番号
US04771050

反応ノート

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