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

HRID 374825
ノート
印刷プレビュー

反応式

HRID 374825 の反応式
[Br-].[C:2]([CH2:5][CH2:6][CH2:7][CH2:8][P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)([OH:4])=[O:3].CC(C)([O-])C.[K+].C(NC1C=C([C:44]2[C:49]([C:50]([C:52]3[C:53]([C:58]4C=CC=[C:60]([NH:64][C:65](=[O:67])[CH3:66])[CH:59]=4)=NC=C[CH:57]=3)=O)=[CH:48][CH:47]=[CH:46][N:45]=2)C=CC=1)(=O)C.O>O1CCCC1>[C:65]([NH:64][C:60]1[CH:57]=[C:52]([C:50]([C:49]2[CH:44]=[N:45][CH:46]=[CH:47][CH:48]=2)=[CH:8][CH2:7][CH2:6][CH2:5][C:2]([OH:4])=[O:3])[CH:53]=[CH:58][CH:59]=1)(=[O:67])[CH3:66]
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

To a mixture of 217 g of 4-carboxybutyl-triphenylphosphonium bromide and 154 g of potassium tert.butoxide in 1.8 liters of tetrahydrofuran are added, at -25° C., 94 g of 3-acetylaminophenyl-3-pyridyl ketone. After 2 hours stirring at ambient temperature the reaction mixture is combined with 200 ml of water and then substantially evaporated down. The residue is taken up in 500 ml of water and washed with ethyl acetate. The aqueous 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. additionare added, at -25° C.
  2. customsubstantially evaporated down
  3. washwashed with ethyl acetate
  4. additionThe aqueous phase is then neutralised by the addition of citric acid
  5. extractionextracted with ethyl acetate
  6. customThe organic phase is evaporated down
  7. customthe residue is recrystallised from ethyl acetate/acetone

出典と根拠

ORDレコード
ord-0bc1f5315ad34ca48e606dd262ce8542
出典データセット
uspto-grants-1996_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05482948

反応ノート

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