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

HRID 466187ノート

反応式

HRID 466187 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-0ec37788ff9f44f5826a6fdd931eb830
出典データセット
uspto-grants-1992_10
特許番号
US05155130

反応ノート

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