p-Toluenesulfonic acid → HCID 14153439、化合物

HRID 2371365ノート

反応式

HRID 2371365 の反応式
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]

参加物

6

反応物 4

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

生成物 1

HCID 14153439HCID 14153439、化合物

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
25 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-db9db378eacf4571b0563b8385cb04d9
出典データセット
uspto-grants-1992_03
特許番号
US05093250

反応ノート

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