Methanesulfonyl chloride → N-mesyl-O-(p-methoxybenzyl)hydroxylamine

HRID 328356

반응식

HRID 328356 반응식
[S:1](Cl)([CH3:4])(=[O:3])=[O:2].[CH3:6][O:7][C:8]1[CH:16]=[CH:15][C:11]([CH2:12][O:13][NH2:14])=[CH:10][CH:9]=1>N1C=CC=CC=1>[S:1]([NH:14][O:13][CH2:12][C:11]1[CH:15]=[CH:16][C:8]([O:7][CH3:6])=[CH:9][CH:10]=1)([CH3:4])(=[O:3])=[O:2]

참가 물질

4

반응물 2

HCID 31297Methanesulfonyl chlorideHCID 120426O-((4-Methoxyphenyl)methyl)hydroxylamine

생성물 1

HCID 12763343N-mesyl-O-(p-methoxybenzyl)hydroxylamine수율 64.9%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

63.0 g (0.55 mole) of mesyl chloride was added dropwise to a solution of 76.5 g (0.5 mole) of O-(p-methoxybenzyl)-hydroxylamine in 400 ml of pyridine while ice-cooling and stirring. After completion of the addition, the resulting mixture was stirred at room temperature (about 20°-30° C) for 5 hours and then the solvent was removed by distillation. 600 ml of ethyl acetate was added to the resulting residue, and the mixture was washed successively with 1N hydrochloric acid and water. The mixture was then dried and the solvent was distilled off to obtain 75 g (64.8% yield) of N-mesyl-O-(p-methoxybenzyl)hydroxylamine (IV) having a melting point of 114°-116° C.

후처리

  1. temperaturecooling
  2. additionAfter completion of the addition
  3. stirringthe resulting mixture was stirred at room temperature (about 20°-30° C) for 5 hours
  4. customthe solvent was removed by distillation
  5. addition600 ml of ethyl acetate was added to the resulting residue
  6. washthe mixture was washed successively with 1N hydrochloric acid and water
  7. customThe mixture was then dried
  8. distillationthe solvent was distilled off

출처 및 근거

ORD 기록
ord-663826d4311c464fab7daaf518a53796
출처 데이터셋
uspto-grants-1977_04
특허 번호
US04017512

연결된 노트

불러오는 중…