1-Bromo-2-methylpropane → tert-butyl N-benzyloxy-N-(2-methylpropyl)carbamate

HRID 976625

反応式

HRID 976625 の反応式
[H-].[Na+].[CH2:3]([O:10][NH:11][C:12](=[O:18])[O:13][C:14]([CH3:17])([CH3:16])[CH3:15])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[CH2:19](Br)[CH:20]([CH3:22])[CH3:21]>CN(C)C=O>[CH2:3]([O:10][N:11]([CH2:19][CH:20]([CH3:22])[CH3:21])[C:12](=[O:18])[O:13][C:14]([CH3:15])([CH3:17])[CH3:16])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

参加物

5

反応物 3

HCID 65551-Bromo-2-methylpropaneHCID 24758Sodium hydrideHCID 736159Tert-butyl N-(benzyloxy)carbamate

生成物 1

HCID 19967428tert-butyl N-benzyloxy-N-(2-methylpropyl)carbamate収率 94.2%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
70 °C

実験手順

Sodium hydride (0.97 g of 80% in mineral oil, 32 mmol) was added to a solution of tert-butyl N-benzyloxycarbamate (6.53 g, 29 mmol) in N,N-dimethylformamide (45 mL). A gas evolved and the mixture was stirred for 20 minutes. Isobutyl bromide (3.5 mL, 32 mmol) was added and the reaction mixture was heated at 70° C. for 1.5 hr. The reaction was quenched with water (about 50 mL) then extracted twice with diethyl ether. The extracts were combined, washed with water (5 small portions), dried over magnesium sulfate and then concentrated under vacuum to provide 7.63 g of tert-butyl N-benzyloxy-N-(2-methylpropyl)carbamate as a faintly brown oil.

後処理

  1. customThe reaction was quenched with water (about 50 mL)
  2. extractionthen extracted twice with diethyl ether
  3. washwashed with water (5 small portions)
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated under vacuum

出典と根拠

ORDレコード
ord-3dd3f6a213ec4bc4b90a3cd5f9f2619b
出典データセット
uspto-grants-1997_03
特許番号
US05612377

関連ノート

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