N-Methyl-N-nitrosourea → Ethyl 4-(1-diphenylmethoxycarbonyl-2-methylvinyl)-2,3,5-trifluorobenzoate

HRID 981262ノート

反応式

HRID 981262 の反応式
[C:1]1([CH:7]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[O:8][C:9]([C:11]([C:13]2[C:23]([F:24])=[CH:22][C:16]([C:17]([O:19][CH2:20][CH3:21])=[O:18])=[C:15]([F:25])[C:14]=2[F:26])=[CH2:12])=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[N+](=[CH2:35])=[N-].C(OCC)C.CN(N=O)C(N)=O>C(OCC)C.C1(C)C=CC=CC=1>[C:27]1([CH:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[O:8][C:9]([C:11]([C:13]2[C:23]([F:24])=[CH:22][C:16]([C:17]([O:19][CH2:20][CH3:21])=[O:18])=[C:15]([F:25])[C:14]=2[F:26])=[CH:12][CH3:35])=[O:10])[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=1

参加物

6

反応物 3

HCID 12699N-Methyl-N-nitrosoureaHCID 10094769Ethyl 4-(1-diphenylmethoxycarbonylvinyl)-2,3,5-trifluorobenzoateHCID 21186548Diazomethane diethylether

生成物 1

HCID 53699771Ethyl 4-(1-diphenylmethoxycarbonyl-2-methylvinyl)-2,3,5-trifluorobenzoate収率 91.2%

試薬・触媒・溶媒 2

HCID 1140Toluene溶媒HCID 3283Diethyl Ether溶媒

実験手順

In 30 ml of diethyl ether was dissolved 3.08 g of ethyl 4-(1-diphenylmethoxycarbonylvinyl)-2,3,5-trifluorobenzoate. To the resulting solution was added, with ice-cooling, a diazomethane-diethyl ether solution prepared from 2.00 g of N-methyl-N-nitrosourea. The resulting mixture was stirred at room temperature for 12 hours. The reaction mixture was concentrated under reduced pressure. The residue obtained was dissolved in 30 ml of toluene. The resulting solution was stirred at 60° C. for 1 hour. The reaction mixture was concentrated under reduced pressure. The residue obtained was purified by a column chromatography (eluant: toluene) to obtain 2.90 g (yield: 91.2%) of ethyl 4-(1-diphenylmethoxycarbonyl-2-methylvinyl)-2,3,5-trifluorobenzoate.

後処理

  1. additionTo the resulting solution was added, with ice-
  2. temperaturecooling
  3. concentrationThe reaction mixture was concentrated under reduced pressure
  4. customThe residue obtained
  5. stirringThe resulting solution was stirred at 60° C. for 1 hour
  6. concentrationThe reaction mixture was concentrated under reduced pressure
  7. customThe residue obtained
  8. customwas purified by a column chromatography (eluant: toluene)

出典と根拠

ORDレコード
ord-7bcda04aa6404bc5b49aa9278aab87c3
出典データセット
uspto-grants-1991_02
特許番号
US04990508

反応ノート

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