Potassium Carbonate → HCID 57586498, 화합물

HRID 420404

반응식

HRID 420404 반응식
[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]

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 57586512HCID 57586512, 화합물HCID 178502985HCID 178502985, 화합물

생성물 1

HCID 57586498HCID 57586498, 화합물수율 71.3%

시약·촉매·용매 1

HCID 887Methanol용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-c283fb61c69a4aafb6146e4644833d3c
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08093385B2

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