Potassium Carbonate → diethyl 3,4-dihydro-7-(3-phenoxypropoxy)-8-propyl-2H-1-benzopyran-2,2-dipropanoate

HRID 2371636노트

반응식

HRID 2371636 반응식
[CH2:1]([C:4]1[C:13]2[O:12][C:11]([CH2:21][CH2:22][C:23]([O:25][CH2:26][CH3:27])=[O:24])([CH2:14][CH2:15][C:16]([O:18][CH2:19][CH3:20])=[O:17])[CH2:10][CH2:9][C:8]=2[CH:7]=[CH:6][C:5]=1[OH:28])[CH2:2][CH3:3].Br[CH2:30][CH2:31][CH2:32][O:33][C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[O:33]([CH2:32][CH2:31][CH2:30][O:28][C:5]1[CH:6]=[CH:7][C:8]2[CH2:9][CH2:10][C:11]([CH2:14][CH2:15][C:16]([O:18][CH2:19][CH3:20])=[O:17])([CH2:21][CH2:22][C:23]([O:25][CH2:26][CH3:27])=[O:24])[O:12][C:13]=2[C:4]=1[CH2:1][CH2:2][CH3:3])[C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 68522Benzene, (3-bromopropoxy)-HCID 15157486diethyl 3,4-dihydro-8-propyl-7-hydroxy-2H-1-benzopyran-2,2-dipropanoate

생성물 1

HCID 15157492diethyl 3,4-dihydro-7-(3-phenoxypropoxy)-8-propyl-2H-1-benzopyran-2,2-dipropanoate수율 37.3%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A mixture of 370 mg (0.941 mmol) of the title product of Example 44, 243 mg (1.13 mmol) of 1-bromo-3-phenoxypropane, and 273 mg (1.98 mmol) of anhydrous potassium carbonate in 10 ml of dimethylformamide was stirred overnight at room temperature. Thereafter, the solvent was removed under reduced pressure, and the residue was partitioned between ethyl acetate and water. The aqueous layer was separated, acidified with 3N hydrochloric acid, and the layers reshaken. The aqueous layer was further extracted with two portions of ethyl acetate. The combined organic extracts were dried over magnesium sulfate, and the solvent was removed under reduced pressure. The title compound (185 mg) was obtained after chromatography on silica gel using 20% ethyl acetate/hexane as eluent.

후처리

  1. customThereafter, the solvent was removed under reduced pressure
  2. customthe residue was partitioned between ethyl acetate and water
  3. customThe aqueous layer was separated
  4. extractionThe aqueous layer was further extracted with two portions of ethyl acetate
  5. dry with materialThe combined organic extracts were dried over magnesium sulfate
  6. customthe solvent was removed under reduced pressure

출처 및 근거

ORD 기록
ord-06419073742a4d1295cccf3c1377382d
출처 데이터셋
uspto-grants-1992_03
특허 번호
US05093353

반응 노트

불러오는 중…