4-Carbamoyl-4-phenylheptanedioic acid → Alonimid

HRID 1287852ノート

反応式

HRID 1287852 の反応式
[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]

参加物

3

反応物 1

HCID 215067884-Carbamoyl-4-phenylheptanedioic acid

生成物 1

HCID 17928Alonimid収率 34.5%

試薬・触媒・溶媒 1

HCID 1118Sulfuric Acid溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-f275db93a4cf4eb38d42f24a46494b13
出典データセット
uspto-grants-1976_10
特許番号
US03985888

反応ノート

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