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

HRID 2371636ノート

反応式

HRID 2371636 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-06419073742a4d1295cccf3c1377382d
出典データセット
uspto-grants-1992_03
特許番号
US05093353

反応ノート

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