Dabco → 2-Trifluoromethylvinyl 4-aminophenyl sulfone

HRID 267594ノート

反応式

HRID 267594 の反応式
C([NH:4][C:5]1[CH:10]=[CH:9][C:8]([S:11](I)(=[O:13])=[O:12])=[CH:7][CH:6]=1)(=O)C.[F:15][C:16]([F:20])([F:19])[CH:17]=[CH2:18].C(OP(Cl)(=O)[O-])C.N12CCN(CC1)CC2>CC(C)=O>[NH2:4][C:5]1[CH:6]=[CH:7][C:8]([S:11]([CH:18]=[CH:17][C:16]([F:20])([F:19])[F:15])(=[O:12])=[O:13])=[CH:9][CH:10]=1

参加物

6

反応物 4

HCID 9237DabcoHCID 126723,3,3-TrifluoropropeneHCID 215551994-Acetamidobenzenesulfonyl iodideHCID 86592542Ethyl chlorophosphate

生成物 1

HCID 537126712-Trifluoromethylvinyl 4-aminophenyl sulfone

試薬・触媒・溶媒 1

HCID 180Acetone溶媒4 回

実験手順

2-trifluoromethylvinyl 4-aminophenyl sulfone is prepared by the addition of 4-acetamidobenzenesulfonyl iodide to 1,1,1-trifluoropropene followed by dehydrohalogenation and removal of the N-acetyl protective group by hydrolysis in a hydrochloric acid-ethanol mixture. The product is dissolved in acetone (25.1 g or 0.1 mol), an acetone solution of 0.1 mol (17.3 g) of ethylphosphorochloridate in acetone added, followed by 11.2 g of 1,4-diazabicyclo[2.2.2]octane in 10% acetone solution. The reaction mixture is stirred for one hour at room temperature, filtered, most of the acetone evaporated, and the residue is mixed with chloroform, washed and worked up. There is thus obtained 4-diethoxyphosphoramidophenyl 2-trifluoromethylvinyl sulfone: ##SPC59##

後処理

  1. customfollowed by dehydrohalogenation and removal of the N-acetyl protective group by hydrolysis in a hydrochloric acid-ethanol mixture
  2. filtrationfiltered, most of the acetone
  3. customevaporated
  4. additionthe residue is mixed with chloroform
  5. washwashed

出典と根拠

ORDレコード
ord-a5433ac917ed4d9a80f1c4a6191edc52
出典データセット
uspto-grants-1976_03
特許番号
US03943154

反応ノート

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