Sodium Hydroxide → 2-(4-(Methoxycarbonyl)phenyl)-2,2-difluoroacetic acid

HRID 913249노트

반응식

HRID 913249 반응식
[F:1][C:2]([C:8]1[CH:17]=[CH:16][C:11]([C:12]([O:14][CH3:15])=[O:13])=[CH:10][CH:9]=1)([F:7])[C:3]([O:5]C)=[O:4].[OH-].[Na+]>C1COCC1>[F:1][C:2]([F:7])([C:8]1[CH:9]=[CH:10][C:11]([C:12]([O:14][CH3:15])=[O:13])=[CH:16][CH:17]=1)[C:3]([OH:5])=[O:4]

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 57541237Methyl 4-(1,1-difluoro-2-methoxy-2-oxoethyl)benzoate

생성물 1

HCID 575412392-(4-(Methoxycarbonyl)phenyl)-2,2-difluoroacetic acid

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of methyl 4-(1,1-difluoro-2-methoxy-2-oxoethyl)benzoate (1.0 g, 4.1 mmol) in THF (20 mL) was added sodium hydroxide (4.1 mmol, 4.1 mL of a 1M solution) dropwise at ambient temperature. The resulting solution was stirred for 16 hours. The reaction was partitioned between 1M HCl and ethyl acetate. The organics were dried over sodium sulfate, filtered and evaporated to give difluoro[4-(methoxycarbonyl)phenyl]acetic acid as a white solid. 1H NMR (CDCl3) δ 8.12 (d, J=8.5 Hz, 2H), 7.71 (d, J=8.21 Hz, 2H), 3.94 (s, 3H), 3.0 (bs, 1H); ESIMS calcd 231.0 (M++H), found 231.0 (M++H).

후처리

  1. customThe reaction was partitioned between 1M HCl and ethyl acetate
  2. dry with materialThe organics were dried over sodium sulfate
  3. filtrationfiltered
  4. customevaporated

출처 및 근거

ORD 기록
ord-974bb4ff8bc54af584701d18b054ce42
출처 데이터셋
uspto-grants-2011_09
특허 번호
US08026260B2

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