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Potassium Carbonate → HCID 118588387、化合物

HRID 928879
ノート
印刷プレビュー

反応式

HRID 928879 の反応式
C[Si]([C:5]#[C:6][C:7]1[CH:22]=[CH:21][C:10]([C:11]([O:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])=[O:12])=[CH:9][CH:8]=1)(C)C.C(=O)([O-])[O-].[K+].[K+]>O1CCCC1.CO>[C:6]([C:7]1[CH:22]=[CH:21][C:10]([C:11]([O:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])=[O:12])=[CH:9][CH:8]=1)#[CH:5]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 11430Potassium CarbonateHCID 90349595HCID 90349595、化合物

生成物 1

HCID 118588387HCID 118588387、化合物収率 82.1%

試薬・触媒・溶媒 1

HCID 21899815MeOH tetrahydrofuran溶媒

反応条件

温度
-10 °C

実験手順

Heptyl 4-[(trimethylsilyl)ethynyl]benzoate (3a) (10.4 g, 32.8 mmol) was dissolved in tetrahydrofuran/methanol (3/1, v/v) (400 mL), potassium carbonate (1.00 g, 7.24 mmol) was added, and the mixture was stirred at −10° C. for 1 hr. The reaction solvent was concentrated, and the residue was diluted with ethyl acetate, washed with 1N hydrochloric acid and saturated aqueous sodium hydrogen carbonate solution, and the organic layer was dried over anhydrous sodium sulfate. The solvent was removed under reduced pressure, and the residue was purified by column chromatography (ethyl acetate:hexane=1:25) to give heptyl 4-ethynylbenzoate (4a) (6.58 g, yield 82%) as an oily liquid.

後処理

  1. concentrationThe reaction solvent was concentrated
  2. additionthe residue was diluted with ethyl acetate
  3. washwashed with 1N hydrochloric acid and saturated aqueous sodium hydrogen carbonate solution
  4. dry with materialthe organic layer was dried over anhydrous sodium sulfate
  5. customThe solvent was removed under reduced pressure
  6. customthe residue was purified by column chromatography (ethyl acetate:hexane=1:25)

出典と根拠

ORDレコード
ord-53a4bafe931c423bb4758473d3503875
出典データセット
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09290592B2

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート