Potassium Carbonate → Ethyl 2-(3-(2,6-dimethybenzyloxy)-4-methylphenyl)acetate

HRID 516863

반응식

HRID 516863 반응식
[OH:1][C:2]1[CH:3]=[C:4]([CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])[CH:5]=[CH:6][C:7]=1[CH3:8].C([O-])([O-])=O.[K+].[K+].[CH3:21][C:22]1[CH:29]=[CH:28][CH:27]=[C:26]([CH3:30])[C:23]=1[CH2:24]Cl>CN(C=O)C.C(OCC)(=O)C>[CH3:21][C:22]1[CH:29]=[CH:28][CH:27]=[C:26]([CH3:30])[C:23]=1[CH2:24][O:1][C:2]1[CH:3]=[C:4]([CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])[CH:5]=[CH:6][C:7]=1[CH3:8]

참가 물질

6

반응물 3

HCID 11430Potassium CarbonateHCID 2211542,6-Dimethylbenzyl ChlorideHCID 21079755Ethyl 3-hydroxy-4-methylphenylacetate

생성물 1

HCID 66899575Ethyl 2-(3-(2,6-dimethybenzyloxy)-4-methylphenyl)acetate

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

To a stirred solution of Ethyl 2-(3-hydroxy-4-methylphenyl)acetate (Step C, 1.84 g, 9.5 mmol), K2CO3 (1.96 g, 14.2 mmol) in DMF (10 ml) was added 2,6-Dimethylbenzyl chloride (1.61 g, 10.4 mmol) at room temperature under argon. The reaction mixture was stirred for 16 hours at the room temperature, diluted with ethyl acetate and washed with water (2×), and brine. The organic layer was dried over Na2SO4, filtered, concentrated, and purified by flash chromatography on a silica gel column (hexane:ethyl acetate, 4:1) to give the title compound.

후처리

  1. washwashed with water (2×), and brine
  2. dry with materialThe organic layer was dried over Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated
  5. custompurified by flash chromatography on a silica gel column (hexane:ethyl acetate, 4:1)

출처 및 근거

ORD 기록
ord-4f74d5a260b84d35bd425753e3e4ef3c
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09115072B2

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