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

HRID 1975387
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HRID 1975387 반응식
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]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 962WaterHCID 161236(4-Carboxybutyl)triphenylphosphonium bromideHCID 23665647Potassium tert-butoxideHCID 53837382HCID 53837382, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 8028
Tetrahydrofuran
용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-ac5d55fd01ee45708cfb4cc65905a7fe
출처 데이터셋
uspto-grants-1994_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05286736

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