Potassium Carbonate → HCID 57586498、化合物

HRID 420404

反応式

HRID 420404 の反応式
[CH2:1]([O:3][C:4](=[O:29])[CH2:5][CH2:6][CH2:7][O:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH:20]=O)[C:10]=1[CH2:22][CH2:23][C:24]([O:26][CH2:27]C)=[O:25])C.[C:30](=O)([O-])[O-].[K+].[K+].C/C(/[O-])=C(/P(OC)(OC)=O)\[N+]#N>CO>[CH3:1][O:3][C:4](=[O:29])[CH2:5][CH2:6][CH2:7][O:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][C:20]#[CH:30])[C:10]=1[CH2:22][CH2:23][C:24]([O:26][CH3:27])=[O:25]

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 57586512HCID 57586512、化合物HCID 178502985HCID 178502985、化合物

生成物 1

HCID 57586498HCID 57586498、化合物収率 71.3%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒2 回

実験手順

To a 0° C. solution of 4-[2-(2-Ethoxycarbonyl-ethyl)-3-(6-oxo-hexyl)-phenoxy]-butyric acid ethyl ester (7.0 g, 17.24 mmol) and potassium carbonate (7.14 g, 51.72 mmol) in MeOH (200 mL), the Ohira's reagent (ref. cited in Synlett, 1996, 521) (6.3 g, 32.8 mmol) in MeOH (50 mL) was added slowly. The cooling bath was removed upon the end of addition and the reaction mixture stirred at room temperature for 5 hr. The reaction was then extracted with EtOAc and brine. The combined organic layers were dried over sodium sulfate then evaporated under vacuo. The crude material was purified by column chromatography using 50% EtOAc-Hexane as eluant to give the title compound (4.6 g, 71%) as a light yellow oil. HR-ES(+): calculated for C22H30O5 (M+Na)1+ 397.1985, found 397.1985.

後処理

  1. customThe cooling bath was removed upon the end of addition
  2. extractionThe reaction was then extracted with EtOAc and brine
  3. dry with materialThe combined organic layers were dried over sodium sulfate
  4. customthen evaporated under vacuo
  5. customThe crude material was purified by column chromatography

出典と根拠

ORDレコード
ord-c283fb61c69a4aafb6146e4644833d3c
出典データセット
uspto-grants-2012_01
特許番号
US08093385B2

関連ノート

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