Hydrochloric Acid → 3-(4-Chloro-2-(trifluoromethyl)-phenyl)propan-1-ol

HRID 2079547노트

반응식

HRID 2079547 반응식
[H-].C([Al+]CC(C)C)C(C)C.[Cl:11][C:12]1[CH:17]=[CH:16][C:15]([CH2:18][CH2:19][C:20](OC)=[O:21])=[C:14]([C:24]([F:27])([F:26])[F:25])[CH:13]=1.Cl>C(Cl)Cl>[Cl:11][C:12]1[CH:17]=[CH:16][C:15]([CH2:18][CH2:19][CH2:20][OH:21])=[C:14]([C:24]([F:25])([F:26])[F:27])[CH:13]=1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 21225700DiisobutylaluminumhydrideHCID 53419598Methyl 3-(4-chloro-2-(trifluoromethyl)phenyl)propanoate

생성물 1

HCID 576575633-(4-Chloro-2-(trifluoromethyl)-phenyl)propan-1-ol

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
-78 °C

실험 절차

Diisobutylaluminum hydride (20% in toluene, 34 ml) was added dropwise to a solution of methyl 3-(4-chloro-2-(trifluoromethyl)phenyl)propanoate (5 g) in DCM (150 ml) at −78° C. under nitrogen during 10 minutes. The mixture was then stirred at −78° C. for 1 hour before warming up to room temperature. The mixture was then carefully poured to crushed ice (500 g). After adding 5M HCl to pH 2, the mixture was extracted with DCM (200 ml×3), combined DCM layer was then dried over sodium sulphate, solvent was then removed under reduced pressure. The residue was clean enough for next step (4.5 g).

후처리

  1. temperaturebefore warming up to room temperature
  2. additionThe mixture was then carefully poured
  3. extractionthe mixture was extracted with DCM (200 ml×3)
  4. dry with materialwas then dried over sodium sulphate, solvent
  5. customwas then removed under reduced pressure

출처 및 근거

ORD 기록
ord-7a5a53bd5a334c81a2a03d32f55da922
출처 데이터셋
uspto-grants-2011_04
특허 번호
US07932251B2

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