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Water → 6-(3-Acetylaminophenyl)-6-(3-pyridyl)hex-5-enoic acid

HRID 1975387
ノート
印刷プレビュー

反応式

HRID 1975387 の反応式
C(NC1C=C([C:11]2[C:16]([C:17]([C:19]3[C:20]([C:25]4C=CC=[C:27]([NH:31][C:32](=[O:34])[CH3:33])[CH:26]=4)=NC=C[CH:24]=3)=O)=[CH:15][CH:14]=[CH:13][N:12]=2)C=CC=1)(=O)C.[Br-].[C:36]([CH2:39][CH2:40][CH2:41][CH2:42][P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)([OH:38])=[O:37].CC(C)([O-])C.[K+].O>O1CCCC1>[C:32]([NH:31][C:27]1[CH:24]=[C:19]([C:17]([C:16]2[CH:11]=[N:12][CH:13]=[CH:14][CH:15]=2)=[CH:42][CH2:41][CH2:40][CH2:39][C:36]([OH:38])=[O:37])[CH:20]=[CH:25][CH:26]=1)(=[O:34])[CH3:33]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 962WaterHCID 161236(4-Carboxybutyl)triphenylphosphonium bromideHCID 23665647Potassium tert-butoxideHCID 53837382HCID 53837382、化合物

生成物 1

HCID 537920006-(3-Acetylaminophenyl)-6-(3-pyridyl)hex-5-enoic acid

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran
溶媒

実験手順

At -25° C., 94 g of 3-acetylaminophenyl-3-pyridylketone are added to a mixture of 217 g of 4-carboxybutyl-triphenylphosphonium bromide and 154 g of potassium tert.butoxide in 1.8 litres of tetrahydrofuran. After 2 hours stirring at ambient temperature, 200 ml of water are added to the reaction mixture and then it is evaporated down. The residue is taken up in 500 ml of water and washed with ethyl acetate. The agueous phase is then neutralised by the addition of citric acid and extracted with ethyl acetate. The organic phase is evaporated down and the residue is recrystallised from ethyl acetate/acetone.

後処理

  1. customit is evaporated down
  2. washwashed with ethyl acetate
  3. additionThe agueous phase is then neutralised by the addition of citric acid
  4. extractionextracted with ethyl acetate
  5. customThe organic phase is evaporated down
  6. customthe residue is recrystallised from ethyl acetate/acetone

出典と根拠

ORDレコード
ord-ac5d55fd01ee45708cfb4cc65905a7fe
出典データセット
uspto-grants-1994_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05286736

反応ノート

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