Lithium Hydroxide → 2-(4-(Tert-butoxycarbonyl)phenyl)acetic acid

HRID 1913770ノート

反応式

HRID 1913770 の反応式
C[O:2][C:3](=[O:18])[CH2:4][C:5]1[CH:17]=[CH:16][C:8]([C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])=[CH:7][CH:6]=1.[OH-].[Li+]>O.C1COCC1>[C:12]([O:11][C:9]([C:8]1[CH:7]=[CH:6][C:5]([CH2:4][C:3]([OH:18])=[O:2])=[CH:17][CH:16]=1)=[O:10])([CH3:15])([CH3:13])[CH3:14]

参加物

5

反応物 2

HCID 3939Lithium HydroxideHCID 57611856Tert-butyl 4-((methoxycarbonyl)methyl)benzoate

生成物 1

HCID 598545182-(4-(Tert-butoxycarbonyl)phenyl)acetic acid収率 90.6%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of 4.2 g (16.78 mmol) of tert-butyl 4-(2-methoxy-2-oxoethyl)benzoate in 50 ml of water and 50 ml of THF is mixed with 0.8 g (33.6 mmol) of lithium hydroxide and stirred at room temperature for 1 hour. The phases are separated and the aqueous phase is adjusted to pH 3 with 2 M hydrochloric acid. It is extracted with ethyl acetate. The organic phase is then washed with sodium chloride solution, dried over sodium sulphate and evaporated. 3.6 g (15.2 mmol, 87% yield) of the title compound are obtained.

後処理

  1. customThe phases are separated
  2. extractionIt is extracted with ethyl acetate
  3. washThe organic phase is then washed with sodium chloride solution
  4. dry with materialdried over sodium sulphate
  5. customevaporated

出典と根拠

ORDレコード
ord-82a26dd3524d423295cd878441a65f93
出典データセット
uspto-grants-2013_12
特許番号
US08609727B2

反応ノート

読み込み中…