2-Chloro-5-nitrobenzyl alcohol → 3-Hydroxymethyl-4-(methylthio)nitrobenzene

HRID 497250

반응식

HRID 497250 반응식
Cl[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][C:3]=1[CH2:11][OH:12].C(S)[CH2:14][S:15]([O-])(=O)=O.[Na+]>CS(C)=O.CO>[OH:12][CH2:11][C:3]1[CH:4]=[C:5]([N+:8]([O-:10])=[O:9])[CH:6]=[CH:7][C:2]=1[S:15][CH3:14]

참가 물질

5

반응물 2

HCID 5557222-Chloro-5-nitrobenzyl alcoholHCID 23662354Mesna

생성물 1

HCID 223168073-Hydroxymethyl-4-(methylthio)nitrobenzene수율 105.4%

시약·촉매·용매 2

HCID 679Dimethyl Sulfoxide용매HCID 887Methanol용매

실험 절차

To a solution of 4-chloro-3-(hydroxymethyl)nitrobenzene (20 g, 0.10 mol) in DMSO (160 mL) and MeOH (80 mL), MeSNa (8.2 g, 0.12 mol) was added portionwise at 0° C. and the mixture was stirred for 2 h at room temperature. The mixture was poured into ice water (300 mL) and the yellow precipitate was collected by filtration and washed with ether (150 mL) gave the title compound (21 g, quantitative).

후처리

  1. filtrationthe yellow precipitate was collected by filtration
  2. washwashed with ether (150 mL)

출처 및 근거

ORD 기록
ord-70ee149251bd43f98e8cad4ed3a15a42
출처 데이터셋
uspto-grants-2005_09
특허 번호
US06949536B2

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