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

HRID 913249ノート

反応式

HRID 913249 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-974bb4ff8bc54af584701d18b054ce42
出典データセット
uspto-grants-2011_09
特許番号
US08026260B2

反応ノート

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