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

HRID 584720

반응식

HRID 584720 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 1140Toluene용매2회

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-4aaa411c929e403e9ecc69ab41cbaa19
출처 데이터셋
uspto-grants-2005_08
특허 번호
US06927225B2

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