Potassium Carbonate → Methyl 2-(4-methoxybenzyloxy)-5-methylbenzoate

HRID 660787노트

반응식

HRID 660787 반응식
[CH3:1][O:2][C:3](=[O:12])[C:4]1[CH:9]=[C:8]([CH3:10])[CH:7]=[CH:6][C:5]=1[OH:11].[CH3:13][O:14][C:15]1[CH:22]=[CH:21][C:18]([CH2:19]Cl)=[CH:17][CH:16]=1.C([O-])([O-])=O.[K+].[K+]>CN(C=O)C.CCOC(C)=O>[CH3:1][O:2][C:3](=[O:12])[C:4]1[CH:9]=[C:8]([CH3:10])[CH:7]=[CH:6][C:5]=1[O:11][CH2:19][C:18]1[CH:21]=[CH:22][C:15]([O:14][CH3:13])=[CH:16][CH:17]=1

참가 물질

6

반응물 3

HCID 11430Potassium CarbonateHCID 699934-Methyloxybenzyl chlorideHCID 89802Methyl 5-methylsalicylate

생성물 1

HCID 66756631Methyl 2-(4-methoxybenzyloxy)-5-methylbenzoate

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

반응 조건

온도
60 °C

실험 절차

A mixture of 2-hydroxy-5-methylbenzoic acid methyl ester (4.98 g, 30 mmol), 4-methoxybenzyl chloride (4.69 g, 30 mmol) and K2CO3 (4.55 g, 33 mmol) in DMF (50 mL) is stirred at 60° C. for 48 h. The mixture is diluted with EtOAc and washed with 1N HCl and brine then the organic phase is dried over magnesium sulfate. The solvent is removed under reduced pressure and the residue is purified by column chromatography using a gradient of 0-100% EtOAc/hexane as eluent to give the title compound as a colorless oil.

후처리

  1. washwashed with 1N HCl and brine
  2. dry with materialthe organic phase is dried over magnesium sulfate
  3. customThe solvent is removed under reduced pressure
  4. customthe residue is purified by column chromatography

출처 및 근거

ORD 기록
ord-df74d21babdf4d7fb4b3e37e2a9c428e
출처 데이터셋
uspto-grants-2011_12
특허 번호
US08084448B2

반응 노트

불러오는 중…