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

HRID 2099959

반응식

HRID 2099959 반응식
[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]

참가 물질

5

반응물 1

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

생성물 1

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

시약·촉매·용매 3

HCID 887Methanol용매HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-db42c4e011a34661a55b8388fa8a5fa3
출처 데이터셋
uspto-grants-2009_08
특허 번호
US07569725B2

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