2-Phenylpropionic acid → 1-(4-Hydroxypiperidin-1-yl)-3-phenylpropan-1-one

HRID 584720

反応式

HRID 584720 の反応式
[OH:1][CH:2]1[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.[C:8]1([CH2:14][CH2:15][C:16](Cl)=[O:17])[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.C1(C(C)C(O)=O)C=CC=CC=1.[OH-].[Na+]>C1(C)C=CC=CC=1>[C:8]1([CH2:14][CH2:15][C:16]([N:5]2[CH2:6][CH2:7][CH:2]([OH:1])[CH2:3][CH2:4]2)=[O:17])[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

参加物

6

反応物 4

HCID 102962-Phenylpropionic acidHCID 14798Sodium HydroxideHCID 64801Benzenepropanoyl chlorideHCID 79341Piperidin-4-ol

生成物 1

HCID 221751621-(4-Hydroxypiperidin-1-yl)-3-phenylpropan-1-one収率 39%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒2 回

実験手順

This amine was synthesized in accordance with the method of Scheme 37. To 4 g (40 mmol) of 4-hydroxypiperidine in 20 mL of toluene was added phenylpropionyl chloride (derived from 6 g (40 mmol) of phenylpropionic acid in excess thionyl chloride). To the mixture was added excess 2N aqueous NaOH. After stirring 24 hours, the toluene layer was discarded and the aqueous phase was extracted with CH2Cl2, dried, and evaporated under vacuum to give 3.63 g (39%) of 1-(3-phenylpropionyl)-4-hydroxypiperidine (134). GC/MS indicated 100% purity with a molecular ion of 233.

後処理

  1. extractionthe aqueous phase was extracted with CH2Cl2
  2. customdried
  3. customevaporated under vacuum

出典と根拠

ORDレコード
ord-4aaa411c929e403e9ecc69ab41cbaa19
出典データセット
uspto-grants-2005_08
特許番号
US06927225B2

関連ノート

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