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Benzyl Chloride → N-benzyl-N-mesyl-O-(p-methoxybenzyl)hydroxylamine

HRID 328357
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HRID 328357 반응식
[S:1]([NH:5][O:6][CH2:7][C:8]1[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[CH:10][CH:9]=1)([CH3:4])(=[O:3])=[O:2].[CH2:16](Cl)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>C[O-].[Na+]>[CH2:16]([N:5]([S:1]([CH3:4])(=[O:2])=[O:3])[O:6][CH2:7][C:8]1[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[CH:10][CH:9]=1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1
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참가 물질

4

반응물 2

HCID 7503Benzyl ChlorideHCID 12763343N-mesyl-O-(p-methoxybenzyl)hydroxylamine

생성물 1

HCID 12763344N-benzyl-N-mesyl-O-(p-methoxybenzyl)hydroxylamine수율 65.6%

시약·촉매·용매 1

HCID 10942334Sodium Methoxide용매

실험 절차

9.25 g (40 mmoles) of N-mesyl-O-(p-methoxybenzyl)hydroxylamine prepared as described in Reference Example 5 was added to sodium methoxide (prepared from 150 ml of absolute methanol and 1.2 g of sodium metal), and 6 g of benzyl chloride was then added to the mixture. The resulting mixture was heated under refluxing for 3 hours. The solvent was distilled off, and 150 ml of ethyl acetate and 50 ml of water were added to the residue. The organic layer was separated, dried over anhydrous sodium sulfate and concentrated to obtain 8.4 g (65.6% yield) of N-benzyl-N-mesyl-O-(p-methoxybenzyl)hydroxylamine having a melting point of 85°-87° C.

후처리

  1. additionwas then added to the mixture
  2. temperatureThe resulting mixture was heated
  3. temperatureunder refluxing for 3 hours
  4. distillationThe solvent was distilled off
  5. addition150 ml of ethyl acetate and 50 ml of water were added to the residue
  6. customThe organic layer was separated
  7. dry with materialdried over anhydrous sodium sulfate
  8. concentrationconcentrated

출처 및 근거

ORD 기록
ord-90c6fd5f3d2b45739de7ce4eb390ee8f
출처 데이터셋
uspto-grants-1977_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04017512

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