p-Toluenesulfonic acid → HCID 14153439, 화합물

HRID 2371365노트

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HRID 2371365 반응식
C1(C)C=CC(S(O)(=O)=O)=CC=1.[CH:12]([O:17][CH3:18])([O:15][CH3:16])OC.[CH2:19]([O:21][C:22]([CH:24]1[C:31](=[O:32])[CH:30]([C:33]([O:35][CH2:36][CH3:37])=[O:34])[CH:29]2[CH:25]1[CH2:26]C(=O)[CH2:28]2)=[O:23])[CH3:20].C(=O)(O)[O-].[Na+]>CO>[CH2:36]([O:35][C:33]([CH:30]1[C:31](=[O:32])[CH:24]([C:22]([O:21][CH2:19][CH3:20])=[O:23])[CH:25]2[CH:29]1[CH2:28][C:12]([O:15][CH3:16])([O:17][CH3:18])[CH2:26]2)=[O:34])[CH3:37]

참가 물질

6

반응물 4

HCID 6101p-Toluenesulfonic acidHCID 9005Trimethyl orthoformateHCID 516892Sodium BicarbonateHCID 12914184Diethyl 2,5-dioxooctahydropentalene-1,3-dicarboxylate

생성물 1

HCID 14153439HCID 14153439, 화합물

시약·촉매·용매 1

HCID 887Methanol용매

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온도
25 °C

실험 절차

At 25° C., 330 mg of p-toluenesulfonic acid and 1.6 ml of trimethyl orthoformate are added to a solution of 9.6 g of 2,4-bisethoxycarbonylbicyclo[3.3.0]octane-3,7-dione (preparation: Reference Example 1) in 330 ml of methanol. The mixture is stirred for 3 hours at 25° C., combined with 80 ml of 5% strength sodium bicarbonate solution, extracted three times with respectively 300 ml of methylene chloride, dried over sodium sulfate, and evaporated under vacuum. The residue is purified by chromatography on silica gel. With ethyl acetate/hexane (1+1), 7 g of the title compound is obtained as a colorless oil.

후처리

  1. extractionextracted three times with respectively 300 ml of methylene chloride
  2. dry with materialdried over sodium sulfate
  3. customevaporated under vacuum
  4. customThe residue is purified by chromatography on silica gel

출처 및 근거

ORD 기록
ord-db9db378eacf4571b0563b8385cb04d9
출처 데이터셋
uspto-grants-1992_03
특허 번호
US05093250

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