Hydrochloric Acid → 4-(3,4-Dimethoxyphenyl)-4-oxobutanoic acid

HRID 346399

反応式

HRID 346399 の反応式
[C:1]1(=[O:7])[O:6][C:4](=[O:5])[CH2:3][CH2:2]1.[C:8]1([O:16][CH3:17])[C:9](=[CH:12][CH:13]=[CH:14][CH:15]=1)[O:10][CH3:11].[Cl-].[Al+3].[Cl-].[Cl-].Cl>C(Cl)Cl>[CH3:11][O:10][C:9]1[CH:12]=[C:13]([CH:14]=[CH:15][C:8]=1[O:16][CH3:17])[C:4]([CH2:3][CH2:2][C:1]([OH:6])=[O:7])=[O:5]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 7043VeratroleHCID 7922Succinic anhydrideHCID 6451240Aluminum(III) Chloride

生成物 1

HCID 2193904-(3,4-Dimethoxyphenyl)-4-oxobutanoic acid収率 64%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

70 g (0.7 mol) of succinic anhydride and 96.6 g (0.7 mol) of veratrol were dissolved in 2000 ml of methylene chloride, and 237 g (1.75 mol) of anhydrous aluminum chloride was added thereto at room temperature. The mixture was stirred at the same temperature for 6 hours. The reaction solution was allowed to stand for 15 hours, and then 1600 ml of 6N hydrochloric acid was dropwise added under stirring. The mixture was stirred for 1 hour, and the organic layer was separated. 300 ml of water was added to the organic layer and adjusted to pH7.5 with a saturated sodium hydrogencarbonate aqueous solution. The water layer was separated, adjusted to pH2.5 with 6N hydrochloric acid and allowed to stand in a refrigerator for 2 days. The precipitated crystals were collected by filtration, washed and dried to obtain 106.8 g (yield: 64%) of 3-(3,4-dimethoxybenzoyl)propionic acid.

後処理

  1. customat room temperature
  2. waitto stand for 15 hours
  3. stirringunder stirring
  4. stirringThe mixture was stirred for 1 hour
  5. customthe organic layer was separated
  6. addition300 ml of water was added to the organic layer and adjusted to pH7.5 with a saturated sodium hydrogencarbonate aqueous solution
  7. customThe water layer was separated
  8. waitto stand in a refrigerator for 2 days
  9. filtrationThe precipitated crystals were collected by filtration
  10. washwashed
  11. customdried

出典と根拠

ORDレコード
ord-4174dd5f92e741df83ea05846562b6af
出典データセット
uspto-grants-1991_10
特許番号
US05061794

関連ノート

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