Potassium Carbonate → HCID 57589084、化合物

HRID 1782756ノート

反応式

HRID 1782756 の反応式
Br[CH2:2][CH2:3][CH2:4][C:5]1[CH:10]=[CH:9][C:8]([O:11][CH2:12][CH2:13][CH2:14][CH2:15][O:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[CH:7][CH:6]=1.[CH:23]([C:25]1[CH:26]=[C:27]([CH:33]=[CH:34][C:35]=1[OH:36])[C:28]([O:30][CH2:31][CH3:32])=[O:29])=[O:24].C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[CH:23]([C:25]1[CH:26]=[C:27]([CH:33]=[CH:34][C:35]=1[O:36][CH2:2][CH2:3][CH2:4][C:5]1[CH:10]=[CH:9][C:8]([O:11][CH2:12][CH2:13][CH2:14][CH2:15][O:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[CH:7][CH:6]=1)[C:28]([O:30][CH2:31][CH3:32])=[O:29])=[O:24]

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 271759Ethyl 3-formyl-4-hydroxybenzoateHCID 574437531-(3-Bromopropyl)-4-(4-phenoxybutoxy)benzene

生成物 1

HCID 57589084HCID 57589084、化合物収率 80.9%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
40 °C

実験手順

1.37 g (3.76 mmol) of 1-(3-bromopropyl)-4-(4-phenoxybutoxy)benzene, 0.79 g (3.76 mmol) of ethyl 3-formyl-4-hydroxybenzoate [CAS No. 82304-99-2] and 0.78 g (5.64 mmol) of potassium carbonate are dissolved in 20 ml of DMF, and the mixture is stirred at 40° C. for 16 hours. It is then concentrated, and the residue is taken up in 200 ml of water and extracted with dichloromethane (three times 100 ml). The combined organic phases are dried (sodium sulphate) and concentrated, and the crude product is purified by chromatography on silica gel (mobile phase gradient cyclohexane-->cyclohexane/ethyl acetate 5:1). 1.45 g of product are obtained.

後処理

  1. concentrationIt is then concentrated
  2. extractionextracted with dichloromethane (three times 100 ml)
  3. dry with materialThe combined organic phases are dried (sodium sulphate)
  4. concentrationconcentrated
  5. customthe crude product is purified by chromatography on silica gel (mobile phase gradient cyclohexane-->cyclohexane/ethyl acetate 5:1)

出典と根拠

ORDレコード
ord-6ed629ecbb44458f9e3723db1e524f27
出典データセット
uspto-grants-2009_03
特許番号
US07498460B2

反応ノート

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