Dichloromethane → 1-(4-Nitrophenyl)ethyl methanesulfonate

HRID 1723120

反応式

HRID 1723120 の反応式
[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]

参加物

6

反応物 4

HCID 6344Dichloromethane2 回HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 5923761-(4-Nitrophenyl)ethan-1-ol

生成物 1

HCID 112187991-(4-Nitrophenyl)ethyl methanesulfonate収率 91%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
0 °C

実験手順

(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).

後処理

  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

出典と根拠

ORDレコード
ord-2075c749647943ad8da232aedf83b613
出典データセット
uspto-grants-1989_08
特許番号
US04859684

関連ノート

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