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

HRID 2113161

反応式

HRID 2113161 の反応式
[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

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
25 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-b99b7676da0141c19ba218f3fcf51726
出典データセット
uspto-grants-2009_04
特許番号
US07524882B2

関連ノート

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