Lithium Hydroxide → 5-Bromo-2-[(4-chlorophenyl)methoxy]benzoic acid

HRID 1623636ノート

反応式

HRID 1623636 の反応式
[OH-].[Li+].[Br:3][C:4]1[CH:5]=[CH:6][C:7]([O:21][CH2:22][C:23]2[CH:28]=[CH:27][C:26]([Cl:29])=[CH:25][CH:24]=2)=[C:8]([CH:20]=1)[C:9]([O:11]CC1C=CC(Cl)=CC=1)=[O:10]>O.C1COCC1>[Br:3][C:4]1[CH:5]=[CH:6][C:7]([O:21][CH2:22][C:23]2[CH:24]=[CH:25][C:26]([Cl:29])=[CH:27][CH:28]=2)=[C:8]([CH:20]=1)[C:9]([OH:11])=[O:10]

参加物

5

反応物 2

HCID 3939Lithium HydroxideHCID 67106908(4-Chlorophenyl)methyl 5-bromo-2-{[(4-chlorophenyl)methyl]oxy}benzoate

生成物 1

HCID 3251205-Bromo-2-[(4-chlorophenyl)methoxy]benzoic acid

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
20 °C

実験手順

A solution of lithium hydroxide (164 mg, 6.86 mmol) in water (20.00 mL) was added dropwise to a stirred solution of (4-chlorophenyl)methyl 5-bromo-2-{[(4-chlorophenyl)methyl]oxy}benzoate (may be prepared as described in Description 15; 320 mg, 0.69 mmol) in THF (20 ml) over 5 min. The reaction mixture was then stirred at 20° C. for 16 h. The organic phase was evaporated and the residual aqueous phase (20 ml) was extracted with ethyl acetate (20 ml). The aqueous phase (20 ml) was adjusted to pH 2 with 2M hydrochloric acid (1 ml) and was extracted with ethyl acetate (3×20 ml). The organic phase was evaporated in vacuo to give the title compound as a light yellow solid. 180 mg.

後処理

  1. customThe organic phase was evaporated
  2. extractionthe residual aqueous phase (20 ml) was extracted with ethyl acetate (20 ml)
  3. extractionwas extracted with ethyl acetate (3×20 ml)
  4. customThe organic phase was evaporated in vacuo

出典と根拠

ORDレコード
ord-258d84ea2d3a4f8894da23b0a0e7cedd
出典データセット
uspto-grants-2014_07
特許番号
US08778939B2

反応ノート

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