Hydrochloric Acid → 3-Hydroxyazetidine-3-carboxylic acid hydrochloride

HRID 2049994노트

반응식

HRID 2049994 반응식
C([N:14]1[CH2:17][C:16]([OH:21])([C:18]([OH:20])=[O:19])[CH2:15]1)(C1C=CC=CC=1)C1C=CC=CC=1.[ClH:22]>O1CCOCC1.[Pd]>[ClH:22].[OH:21][C:16]1([C:18]([OH:20])=[O:19])[CH2:17][NH:14][CH2:15]1

참가 물질

5

반응물 2

HCID 313Hydrochloric AcidHCID 203431191-Benzhydryl-3-hydroxy-azetidine-3-carboxylic acid

생성물 1

HCID 670516543-Hydroxyazetidine-3-carboxylic acid hydrochloride수율 82%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 312751,4-Dioxane용매

실험 절차

To a solution of 2.383 g (8.4 mmoles) of crude 1-benzhydryl-3-hydroxyazetidine-3-carboxylic acid in 64 ml of 50% aqueous dioxane is added 2.1 ml of concentrated hydrochloric acid, and the mixture is catalytically hydrogenated for 32 hours in the presence of 924 mg of 10% palladium-charcoal under hydrogen pressure of 5 kg/cm2. The catalyst is filtered off and washed with an aqueous dioxane. The combined filtrate and washings are evaporated under reduced pressure during which the precipitating oily material is removed by washing with ether. The residue is washed with acetone and recrystallized from dimethylformamide-acetone to yield 1.051 g of 3-hydroxyazetidine-3-carboxylic acid hydrochloride as prisms in 82% yield.

후처리

  1. filtrationThe catalyst is filtered off
  2. washwashed with an aqueous dioxane
  3. customThe combined filtrate and washings are evaporated under reduced pressure during which the precipitating oily material
  4. customis removed
  5. washby washing with ether
  6. washThe residue is washed with acetone
  7. customrecrystallized from dimethylformamide-acetone

출처 및 근거

ORD 기록
ord-ca64bcd6113649a4bfedbb6278bf4805
출처 데이터셋
uspto-grants-1980_04
특허 번호
US04199570

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