Water → 4,4,4-Trifluoro-2,2-dimethylbutanoic acid

HRID 1874196ノート

反応式

HRID 1874196 の反応式
[F:1][C:2]([F:13])([F:12])[CH2:3][C:4]([CH3:11])([CH3:10])[C:5]([O:7]CC)=[O:6].[Li+].[OH-].O>CO>[F:1][C:2]([F:12])([F:13])[CH2:3][C:4]([CH3:10])([CH3:11])[C:5]([OH:7])=[O:6]

参加物

5

反応物 3

HCID 962WaterHCID 3939Lithium HydroxideHCID 9990309Ethyl 2,2-dimethyl-4,4,4-trifluorobutanoate

生成物 1

HCID 100579374,4,4-Trifluoro-2,2-dimethylbutanoic acid収率 101.2%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of ethyl 4,4,4-trifluoro-2,2-dimethylbutanoate (426 mg, 2.15 mmol) in MeOH (15 mL) was added a solution of LiOH in H2O (2 N, 5.35 mL, 10.75 mmol). The reaction mixture was stirred at room temperature overnight. The reaction was concentrated and the resulting mixture was diluted with DCM and washed with 3 N HCl. The aqueous layer was extracted twice with DCM. The combined organic layers were dried over MgSO4, filtered and concentrated to yield 4,4,4-trifluoro-2,2-dimethylbutanoic acid as a colorless oil (370 mg, 100% yield). 1H NMR (400 MHz, CDCl3) ppm 1.35 (s, 6H), 2.48 (ABqt, J=12 Hz, 2H).

後処理

  1. concentrationThe reaction was concentrated
  2. additionthe resulting mixture was diluted with DCM
  3. washwashed with 3 N HCl
  4. extractionThe aqueous layer was extracted twice with DCM
  5. dry with materialThe combined organic layers were dried over MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-1792ae22976c494e808011ab13ff7dea
出典データセット
uspto-grants-2012_11
特許番号
US08304403B2

反応ノート

読み込み中…