4-Carbamoyl-4-phenylheptanedioic acid → Alonimid

HRID 1287852노트

반응식

HRID 1287852 반응식
[C:1]([C:4]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)([CH2:10][CH2:11][C:12]([OH:14])=O)[CH2:5][CH2:6][C:7]([OH:9])=O)(=[O:3])[NH2:2]>S(=O)(=O)(O)O>[NH:2]1[C:12](=[O:14])[CH2:11][CH2:10][C:4]2([C:15]3[C:20](=[CH:19][CH:18]=[CH:17][CH:16]=3)[C:7](=[O:9])[CH2:6][CH2:5]2)[C:1]1=[O:3]

참가 물질

3

반응물 1

HCID 215067884-Carbamoyl-4-phenylheptanedioic acid

생성물 1

HCID 17928Alonimid수율 34.5%

시약·촉매·용매 1

HCID 1118Sulfuric Acid용매

실험 절차

Five (5) grams (0.0179 M) of γ-carbamoyl-γ-phenylpimelic acid prepared by the method of Koelsch, J. Org. Chem., 25, 164 (1960), in 100 ml of concentrated sulfuric acid were heated on a steam bath for two hours. The cooled reaction mixture was poured with stirring into crushed ice. The separated solid was washed with sodium bicarbonate solution. Recrystallization from 30 ml of acetone solution (treated with activated charcoal) gave 1.5 grams (34.5%) of 2,3-dihydrospiro-[naphthalene-1(4H),3'-piperidine]-2',4,6'-trione.

후처리

  1. customThe cooled reaction mixture
  2. additionwas poured
  3. custominto crushed ice
  4. washThe separated solid was washed with sodium bicarbonate solution
  5. customRecrystallization from 30 ml of acetone solution (treated with activated charcoal)

출처 및 근거

ORD 기록
ord-f275db93a4cf4eb38d42f24a46494b13
출처 데이터셋
uspto-grants-1976_10
특허 번호
US03985888

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