Dichloromethane → 1-(4-Nitrophenyl)ethyl methanesulfonate

HRID 1723120

반응식

HRID 1723120 반응식
[CH3:1][CH:2]([C:4]1[CH:9]=[CH:8][C:7]([N+:10]([O-:12])=[O:11])=[CH:6][CH:5]=1)[OH:3].C(N(CC)CC)C.ClCCl.[CH3:23][S:24](Cl)(=[O:26])=[O:25]>O>[CH3:23][S:24]([O:3][CH:2]([C:4]1[CH:5]=[CH:6][C:7]([N+:10]([O-:12])=[O:11])=[CH:8][CH:9]=1)[CH3:1])(=[O:26])=[O:25]

참가 물질

6

반응물 4

HCID 6344Dichloromethane2회HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 5923761-(4-Nitrophenyl)ethan-1-ol

생성물 1

HCID 112187991-(4-Nitrophenyl)ethyl methanesulfonate수율 91%

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
0 °C

실험 절차

(a-1) To a stirred solution of 50.2 parts of α-methyl-4-nitrobenzenemethanol and 48.6 parts of N,N-diethylethanamine in 390 parts of dry dichloromethane was added dropwise a solution of 37.8 parts of methanesulfonyl chloride in 65 parts of dry dichloromethane at -5~0° C. The whole was stirred for 1 hour at 0° C. 75 Parts of cold water were added and the dichloromethane layer was decanted, dried, filtered and evaporated. The residue was purified by column chromatography over silica gel using trichloromethane as eluent. The pure fractions were collected and the eluent was evaporated. The solid residue was shaked with 2,2'-oxybispropane. The product was filtered off and dried, yielding 67.1 parts (91%) of [1-(4-nitrophenyl)ethyl] methanesulfonate; mp. 70° C. (int. 112).

후처리

  1. customthe dichloromethane layer was decanted
  2. customdried
  3. filtrationfiltered
  4. customevaporated
  5. customThe residue was purified by column chromatography over silica gel
  6. customThe pure fractions were collected
  7. customthe eluent was evaporated
  8. filtrationThe product was filtered off
  9. customdried

출처 및 근거

ORD 기록
ord-2075c749647943ad8da232aedf83b613
출처 데이터셋
uspto-grants-1989_08
특허 번호
US04859684

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