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

HRID 976625

반응식

HRID 976625 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
70 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-3dd3f6a213ec4bc4b90a3cd5f9f2619b
출처 데이터셋
uspto-grants-1997_03
특허 번호
US05612377

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