Methyl 4-(3,4-dimethoxybenzyloxy)-3-chlorobenzoate → 4-(3,4-Dimethoxybenzyloxy)-3-chlorobenzoic acid

HRID 2099959ノート

反応式

HRID 2099959 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:19]=[CH:20][C:21]=1[O:22][CH3:23])[CH2:6][O:7][C:8]1[CH:17]=[CH:16][C:11]([C:12]([O:14]C)=[O:13])=[CH:10][C:9]=1[Cl:18]>C1COCC1.CO.O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:19]=[CH:20][C:21]=1[O:22][CH3:23])[CH2:6][O:7][C:8]1[CH:17]=[CH:16][C:11]([C:12]([OH:14])=[O:13])=[CH:10][C:9]=1[Cl:18]

参加物

5

反応物 1

HCID 57796893Methyl 4-(3,4-dimethoxybenzyloxy)-3-chlorobenzoate

生成物 1

HCID 577968974-(3,4-Dimethoxybenzyloxy)-3-chlorobenzoic acid収率 65%

試薬・触媒・溶媒 3

HCID 887Methanol溶媒HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of 1A (600 mg, 1.78 mmol) in THF (30 mL) and MeOH (10 mL) was treated with a solution of LiOH monohydrate (375 mg, 8.93 mmol) in water (10 mL) at room temperature. The resulting suspension was stirred at room temperature for 18 hours. The reaction was concentrated to 30 mL, diluted with water (50 mL) and cooled to 0° C. The solution was brought to pH 5 with 1 N HCl and the resulting solid was collected by vacuum filtration. Residual water was removed from the solid material using azeotrope with toluene to afford 1B as a white solid (370 mg, 65%).

後処理

  1. concentrationThe reaction was concentrated to 30 mL
  2. additiondiluted with water (50 mL)
  3. temperaturecooled to 0° C
  4. filtrationthe resulting solid was collected by vacuum filtration
  5. customResidual water was removed from the solid material

出典と根拠

ORDレコード
ord-db42c4e011a34661a55b8388fa8a5fa3
出典データセット
uspto-grants-2009_08
特許番号
US07569725B2

反応ノート

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