Diethyl Ether → N-t-butoxycarbonyl-N-methyl mesitylenesulfonylhydroxylamine

HRID 372458

반응식

HRID 372458 반응식
[C:1]([O:5][C:6]([N:8]([CH3:10])[OH:9])=[O:7])([CH3:4])([CH3:3])[CH3:2].[C:11]1([CH3:23])[CH:16]=[C:15]([CH3:17])[CH:14]=[C:13]([CH3:18])[C:12]=1[S:19](Cl)(=[O:21])=[O:20].CCOCC>C(N(CC)CC)C>[C:1]([O:5][C:6]([N:8]([CH3:10])[O:9][S:19]([C:12]1[C:13]([CH3:18])=[CH:14][C:15]([CH3:17])=[CH:16][C:11]=1[CH3:23])(=[O:21])=[O:20])=[O:7])([CH3:4])([CH3:3])[CH3:2]

참가 물질

5

반응물 3

HCID 3283Diethyl EtherHCID 130462-Mesitylenesulfonyl chlorideHCID 272414tert-Butyl hydroxy(methyl)carbamate

생성물 1

HCID 12948661N-t-butoxycarbonyl-N-methyl mesitylenesulfonylhydroxylamine

시약·촉매·용매 1

HCID 8471Triethylamine용매

실험 절차

A solution of 16 g. of N-t-butoxycarbonyl-N-methyl hydroxylamine and 23.8 g. of mesitylenesulfonyl chloride in 400 ml. of ether was cooled to 0° C. and treated with 15.4 ml. of triethylamine dropwise with stirring. Thirty minutes after the addition was complete, the mixture was filtered, and the filter cake was washed with 2 portions of ether. The filtrate and washings were evaporated to a heavy oil. The oil was dissolved in 40 ml. of benzene, filtered through diatomaceous earth and concentrated to dryness to give a crystalline residue of N-t-butoxycarbonyl-N-methyl mesitylenesulfonylhydroxylamine, which was used directly in the next step without characterization.

후처리

  1. additiontreated with 15.4 ml
  2. additionThirty minutes after the addition
  3. filtrationthe mixture was filtered
  4. washthe filter cake was washed with 2 portions of ether
  5. customThe filtrate and washings were evaporated to a heavy oil
  6. dissolutionThe oil was dissolved in 40 ml
  7. filtrationof benzene, filtered through diatomaceous earth
  8. concentrationconcentrated to dryness

출처 및 근거

ORD 기록
ord-c4d0967b81d645c0a3a09114d2c46f88
출처 데이터셋
uspto-grants-1978_05
특허 번호
US04091105

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