Tert-Butylbenzene → 1-(4-T-Butylphenyl)-3-chloropropan-1-one

HRID 41901

반응식

HRID 41901 반응식
[Cl-].[Al+3].[Cl-].[Cl-].[C:5]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)([CH3:8])([CH3:7])[CH3:6].[Cl:15][CH2:16][CH2:17][C:18](Cl)=[O:19]>ClCCl>[C:5]([C:9]1[CH:14]=[CH:13][C:12]([C:18](=[O:19])[CH2:17][CH2:16][Cl:15])=[CH:11][CH:10]=1)([CH3:8])([CH3:7])[CH3:6]

참가 물질

5

반응물 3

HCID 7366Tert-Butylbenzene2회HCID 693643-Chloropropionyl chlorideHCID 6451240Aluminum(III) Chloride

생성물 1

HCID 222283931-(4-T-Butylphenyl)-3-chloropropan-1-one수율 101.5%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

반응 조건

온도
0 °C

실험 절차

To aluminum chloride (29.33 g, 220 mmol) in dichloromethane (300 mL) at 0° C. with stirring was added dropwise a solution of t-butyl benzene (31 mL, 200 mmol) and 3-chloropropionyl chloride (19 mL, 200 mmol) in dichloromethane. After the addition was complete, the reaction mixture was stirred from 0° C. to room temperature overnight. Then next morning, TLC indicated that all of the t-butyl benzene was consumed, and the reaction mixture was cooled to 0° C. With stirring, water (about 120 mL) in a dropwise fashion until the effervescence ceased. Finally, the layers were separated, and the organic layer was washed with water (3×150 mL) and then brine (1×150 mL). The dichloromethane layer was dried over magnesium sulfate, filtered, concentrated and pumped to dryness to afford the title compound as a light tan powder (45.6 g).

후처리

  1. additionAfter the addition
  2. customwas consumed
  3. stirringWith stirring
  4. customFinally, the layers were separated
  5. washthe organic layer was washed with water (3×150 mL)
  6. dry with materialThe dichloromethane layer was dried over magnesium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated

출처 및 근거

ORD 기록
ord-d96dad5729ed4f93b056a8353edd9d2d
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08536166B2

연결된 노트

불러오는 중…