Diethyl isopentylmalonate → (3-Methylbutyl)propanedioic acid

HRID 483424

반응식

HRID 483424 반응식
[CH2:1]([CH:6]([C:12]([O:14]CC)=[O:13])[C:7]([O:9]CC)=[O:8])[CH2:2][CH:3]([CH3:5])[CH3:4]>[OH-].[Na+]>[CH2:1]([CH:6]([C:12]([OH:14])=[O:13])[C:7]([OH:9])=[O:8])[CH2:2][CH:3]([CH3:5])[CH3:4]

참가 물질

3

반응물 1

HCID 79384Diethyl isopentylmalonate

생성물 1

HCID 278478(3-Methylbutyl)propanedioic acid

시약·촉매·용매 1

HCID 14798Sodium Hydroxide용매

실험 절차

Diethyl isoamylmalonate (71.7 g) was added to a 50% aqueous solution of sodium hydroxide (60 ml), and the mixture was heated under reflux for 6 h. After cooling, the mixture was extracted with ether; the water layer was acidified with hydrochloric acid and, after saturation with sodium chloride, was extracted with ether. The extracts from the acidic aqueous layer were concentrated under reduced pressure to give isoamylmalonic acid. The obtained dicaboxylic acid was heated at 180° C. for 2 h. After distillation under reduced pressure, 5-mehyl-caproic acid was obtained. Yield: 30 g (75%), b.p. 107°-108° C./11 mmHg.

후처리

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 6 h
  3. temperatureAfter cooling
  4. extractionthe mixture was extracted with ether
  5. extractionafter saturation with sodium chloride, was extracted with ether
  6. concentrationThe extracts from the acidic aqueous layer were concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-67c0c842e5e940739f490497b64ebaf8
출처 데이터셋
uspto-grants-1993_07
특허 번호
US05225439

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