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

HRID 2079547ノート

反応式

HRID 2079547 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
-78 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-7a5a53bd5a334c81a2a03d32f55da922
出典データセット
uspto-grants-2011_04
特許番号
US07932251B2

反応ノート

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