HCID 21252717、化合物 → 4-(3,3,3-Trifluoropropyl)phenol

HRID 1676186ノート

反応式

HRID 1676186 の反応式
C([O:8][C:9]1[CH:14]=[CH:13][C:12](/[CH:15]=[CH:16]/[C:17]([F:20])([F:19])[F:18])=[CH:11][CH:10]=1)C1C=CC=CC=1>[Pd].CO.C1COCC1.C(Cl)Cl>[F:18][C:17]([F:19])([F:20])[CH2:16][CH2:15][C:12]1[CH:13]=[CH:14][C:9]([OH:8])=[CH:10][CH:11]=1

参加物

6

反応物 1

HCID 21252717HCID 21252717、化合物

生成物 1

HCID 134059054-(3,3,3-Trifluoropropyl)phenol収率 72.5%

試薬・触媒・溶媒 4

HCID 23938Palladium触媒HCID 887Methanol溶媒HCID 6344Dichloromethane溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of (E)-1-(benzyloxy)-4-(3,3,3-trifluoroprop-1-enyl)benzene (305 mg, 1.096 mmol) and palladium on carbon (305 mg, 10 wt. %, wet, Aldrich) in MeOH (15 mL) and THF (5 mL) was placed under hydrogen (1 Atm) for 4 hrs. The resulting mixture was diluted with CH2Cl2 and filtered through a pad of CELITE® 545 filter aid. The filtrate was evaporated under reduced pressure and then purified by flash chromatography on silica gel (0 to 30% EtOAc/hexanes) to yield the title compound (151 mg, 72%) as a colorless oil. MS (ESI) 189 (M−H).

後処理

  1. filtrationfiltered through a pad of CELITE® 545
  2. filtrationfilter aid
  3. customThe filtrate was evaporated under reduced pressure
  4. custompurified by flash chromatography on silica gel (0 to 30% EtOAc/hexanes)

出典と根拠

ORDレコード
ord-ed3870d6d62f4bcebde6769a7735d82c
出典データセット
uspto-grants-2011_08
特許番号
US08003796B2

反応ノート

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