Acetyl chloride → (Acetyloxy)-carbamic acid tert-butyl ester

HRID 466187노트

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HRID 466187 반응식
[OH:1][NH:2][C:3](=[O:9])[O:4][C:5]([CH3:8])([CH3:7])[CH3:6].C(N(CC)CC)C.[C:17](Cl)(=[O:19])[CH3:18]>ClCCl>[C:17]([O:1][NH:2][C:3]([O:4][C:5]([CH3:8])([CH3:7])[CH3:6])=[O:9])(=[O:19])[CH3:18]

참가 물질

5

반응물 3

HCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 97534tert-butyl N-hydroxycarbamate

생성물 1

HCID 10058028(Acetyloxy)-carbamic acid tert-butyl ester

시약·촉매·용매 1

HCID 6344Dichloromethane용매

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온도
0 °C

실험 절차

The starting material is prepared as follows: tert-Butyl N-hydroxycarbamate (3.89 g, 29.2 mmol) is dissolved in 25 ml of dichloromethane and cooled to 0° C. To this is added triethylamine (3.25 g, 32.1 mmol) and acetyl chloride (2.29 g, 29.2 mmol) dropwise. The mixture is extracted with ether and the extracts are washed with aqueous 2N HCl, water, 10% sodium bicarbonate, water, dried (MgSO4) and evaporated. The resulting colorless oil is purified by silica gel chromatography (10% ethyl acetate/hexane) to give O-acetyl-N-tert-butoxycarbonylhydroxylamine as a colorless oil.

후처리

  1. customThe starting material is prepared
  2. extractionThe mixture is extracted with ether
  3. washthe extracts are washed with aqueous 2N HCl, water, 10% sodium bicarbonate, water
  4. dry with materialdried (MgSO4)
  5. customevaporated
  6. customThe resulting colorless oil is purified by silica gel chromatography (10% ethyl acetate/hexane)

출처 및 근거

ORD 기록
ord-0ec37788ff9f44f5826a6fdd931eb830
출처 데이터셋
uspto-grants-1992_10
특허 번호
US05155130

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