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Hydrochloric Acid → 3-(2,5-Dimethyl-phenyl)-4-hydroxy-5-(1-methoxy-piperidin-4-ylmethyl)-1,5-dihydro-pyrrol-2-one

HRID 1844663
ノート
印刷プレビュー

反応式

HRID 1844663 の反応式
CC([O-])(C)C.[K+].C[O:8][C:9](=O)[CH:10]([NH:20][C:21](=[O:31])[CH2:22][C:23]1[CH:28]=[C:27]([CH3:29])[CH:26]=[CH:25][C:24]=1[CH3:30])[CH2:11][CH:12]1[CH2:17][CH2:16][N:15]([O:18][CH3:19])[CH2:14][CH2:13]1.Cl>C1COCC1>[CH3:30][C:24]1[CH:25]=[CH:26][C:27]([CH3:29])=[CH:28][C:23]=1[C:22]1[C:21](=[O:31])[NH:20][CH:10]([CH2:11][CH:12]2[CH2:13][CH2:14][N:15]([O:18][CH3:19])[CH2:16][CH2:17]2)[C:9]=1[OH:8]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 23665647Potassium tert-butoxideHCID 682992292-[2-(2,5-Dimethyl-phenyl)-acetylamino]-3-(1-methoxy-piperidin-4-yl)-propionic acid methyl ester

生成物 1

HCID 682992393-(2,5-Dimethyl-phenyl)-4-hydroxy-5-(1-methoxy-piperidin-4-ylmethyl)-1,5-dihydro-pyrrol-2-one

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

Under nitrogen, t-BuOK (1.8 g, 16.0 mmol) was added to a stirred solution of 2-[2-(2,5-dimethyl-phenyl)-acetylamino]-3-(1-methoxy-piperidin-4-yl)-propionic acid methyl ester (2.6 g, 8.0 mmol) in 15 ml of THF at 60° C. and the mixture was stirred at the same temperature for another 30 min. Then, the mixture was poured into diluted hydrochloric acid (50 ml) and extracted with ethyl acetate five times. The combined organic layers were dried over sodium sulfate, filtered and concentrated in vacuum. The residue was purified by flash chromatography on silica gel. Yield: 500 mg of 3-(2,5-dimethyl-phenyl)-4-hydroxy-5-(1-methoxy-piperidin-4-ylmethyl)-1,5-dihydro-pyrrol-2-one (compound P2.2) as a solid, mp 116-119° C.

後処理

  1. extractionextracted with ethyl acetate five times
  2. dry with materialThe combined organic layers were dried over sodium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated in vacuum
  5. customThe residue was purified by flash chromatography on silica gel

出典と根拠

ORDレコード
ord-862dffc13f624e54a0a8a9cdcf4bc62e
出典データセット
uspto-grants-2015_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08946453B2

反応ノート

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