Water → 3-(2-Methylbenzyl)-butanone

HRID 231760

반응식

HRID 231760 반응식
[OH-].[K+].O.C1OCCOCCOCCOCCOCCOC1.[CH3:22][C:23]1[CH:30]=[CH:29][CH:28]=[CH:27][C:24]=1[CH2:25]Cl.[CH2:31]([C:33]([CH3:35])=[O:34])[CH3:32]>C1(C)C=CC=CC=1>[CH3:22][C:23]1[CH:30]=[CH:29][CH:28]=[CH:27][C:24]=1[CH2:25][CH:31]([CH3:32])[C:33](=[O:34])[CH3:35]

참가 물질

7

반응물 5

HCID 962WaterHCID 6569Methyl Ethyl KetoneHCID 11093alpha-Chloro-o-xyleneHCID 14797Potassium HydroxideHCID 2855718-Crown-6

생성물 1

HCID 178044723-(2-Methylbenzyl)-butanone수율 23.1%

시약·촉매·용매 1

HCID 1140Toluene용매

반응 조건

온도
85 °C

실험 절차

56 g of KOH, 56 ml of water, 10 g of 18-crown-6 and 5 g of KI were warmed to 75° C. with 200 ml of toluene with exclusion of air. A mixture of 100 g of 2-methylbenzyl chloride and 100 g of methyl ethyl ketone was added dropwise over 30 minutes with vigorous stirring, and the mixture was stirred at 85° C. for 11 hours. The phases were then separated, and the organic layer was washed by shaking with water and distilled through a short packed column. After removing the solvent and the preliminary fraction, 29 g of 3-(2-methylbenzyl)-butanone were obtained at 54°-55° C./0.07 mbar. 25 g of this compound was stirred with 3 g of NaBH4 in 100 ml of ethanol, initially for 2 hours at 25° C., then for a further 2 hours at the reflux temperature. After the reducing agent and solvent had been removed, the reaction product was distilled through a short Vigreux column. 15.5 g of 3-methyl-4-(2-methylphenyl)-butan-2-ol were obtained from 64°-67° C./0.07 mbar.

후처리

  1. additionwas added dropwise over 30 minutes with vigorous stirring
  2. customThe phases were then separated
  3. washthe organic layer was washed
  4. stirringby shaking with water
  5. distillationdistilled through
  6. customAfter removing the solvent

출처 및 근거

ORD 기록
ord-a685bd66646b401d895a9495129f8911
출처 데이터셋
uspto-grants-1989_07
특허 번호
US04849401

연결된 노트

불러오는 중…