Potassium Hydroxide → 6-Butoxy-7-methoxy-1-(3-methoxy-benzyl)-1,2-dihydro-isoquinoline-4-carbaldehyde

HRID 1833149노트

반응식

HRID 1833149 반응식
C(OC([N:6]1[CH:15]=[C:14]([CH:16]=[O:17])[C:13]2[C:8](=[CH:9][C:10]([O:23][CH3:24])=[C:11]([O:18][CH2:19][CH2:20][CH2:21][CH3:22])[CH:12]=2)[CH:7]1[CH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[C:28]([O:32][CH3:33])[CH:27]=1)=O)C.[OH-].[K+]>CO>[CH2:19]([O:18][C:11]1[CH:12]=[C:13]2[C:8](=[CH:9][C:10]=1[O:23][CH3:24])[CH:7]([CH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[C:28]([O:32][CH3:33])[CH:27]=1)[NH:6][CH:15]=[C:14]2[CH:16]=[O:17])[CH2:20][CH2:21][CH3:22]

참가 물질

4

반응물 2

HCID 14797Potassium HydroxideHCID 865956376-butoxy-4-formyl-7-methoxy-1-(3-methoxy-benzyl)-1H-isoquinoline-2-carboxylic acid ethyl ester

생성물 1

HCID 220482446-Butoxy-7-methoxy-1-(3-methoxy-benzyl)-1,2-dihydro-isoquinoline-4-carbaldehyde수율 87.4%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a stirred solution of 6-butoxy-4-formyl-7-methoxy-1-(3-methoxy-benzyl)-1H-isoquinoline-2-carboxylic acid ethyl ester (286 mg, 0.60 mmol) in methanol (12 mL) was added powdered potassium hydroxide (341 mg, 6.08 mmol). The reaction mixture was stirred at room temperature for 15 hrs. The solvent was evaporated and the residue was diluted with ethyl acetate (20 mL) and water (20 mL). The aqueous phase was extracted with ethyl acetate (3×20 mL). The combined extracts were washed with saturated aqueous sodium chloride solution (20 mL), dried over anhydrous magnesium sulfate, filtered and concentrated in vacuo to afford 6-butoxy-7-methoxy-1-(3-methoxy-benzyl)-1,2-dihydro-isoquinoline-4-carbaldehyde (200 mg, 87% yield) as a yellow oil. The crude product was used without further purification.

후처리

  1. customThe solvent was evaporated
  2. additionthe residue was diluted with ethyl acetate (20 mL) and water (20 mL)
  3. extractionThe aqueous phase was extracted with ethyl acetate (3×20 mL)
  4. washThe combined extracts were washed with saturated aqueous sodium chloride solution (20 mL)
  5. dry with materialdried over anhydrous magnesium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-e6b52869ffb5473c8e439ff7af742735
출처 데이터셋
uspto-grants-2006_06
특허 번호
US07067529B2

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