Hydrochloric Acid → 1-(4-Benzyloxy-3-chlorophenyl)-2,2,2-trifluoroethanol

HRID 2113161

반응식

HRID 2113161 반응식
[CH2:1]([O:8][C:9]1[CH:16]=[CH:15][C:12]([CH:13]=[O:14])=[CH:11][C:10]=1[Cl:17])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C[Si](C)(C)[C:20]([F:23])([F:22])[F:21].[F-].C([N+](CCCC)(CCCC)CCCC)CCC.Cl>C1COCC1.C(OCC)(=O)C>[CH2:1]([O:8][C:9]1[CH:16]=[CH:15][C:12]([CH:13]([OH:14])[C:20]([F:23])([F:22])[F:21])=[CH:11][C:10]=1[Cl:17])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 552549(Trifluoromethyl)trimethylsilaneHCID 2724141Tetrabutylammonium FluorideHCID 27354954-(Benzyloxy)-3-chlorobenzaldehyde

생성물 1

HCID 690509761-(4-Benzyloxy-3-chlorophenyl)-2,2,2-trifluoroethanol

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate용매

반응 조건

온도
25 °C

실험 절차

To a solution of 4-benzyloxy-3-chlorobenzaldehyde (4.9 g, 20 mmol) and trimethyl(trifluoromethyl)silane (4.4 mL, 30 mmol) in THF (0.10 L) was added a solution tetrabutylammonium fluoride (1.0 M in THF, 2.0 mL). After the reaction was stirred at 25° C. for 3 h, it was acidified with 2 N HCl to pH 2, diluted with ethyl acetate and washed with brine. The organic phase was dried and concentrated and the residue was purified by chramotography on silica gel eluting with 8:2 hexane:ethyl acetate to give 1-(4-benzyloxy-3-chlorophenyl)-2,2,2-trifluoroethanol.

후처리

  1. washwashed with brine
  2. customThe organic phase was dried
  3. concentrationconcentrated
  4. customthe residue was purified by chramotography on silica gel eluting with 8:2 hexane

출처 및 근거

ORD 기록
ord-b99b7676da0141c19ba218f3fcf51726
출처 데이터셋
uspto-grants-2009_04
특허 번호
US07524882B2

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