Ethanol → gamma-oxo-alpha-(phenylmethyl)-5,6-dihydro-4H-thieno[3,4-c]pyrrole-5-butanoic acid

HRID 362469ノート

反応式

HRID 362469 の反応式
C(O)C.[O:4]=[C:5]([N:25]1[CH2:29][C:28]2=[CH:30][S:31][CH:32]=[C:27]2[CH2:26]1)[CH2:6][CH:7]([CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[C:8]([O:10]CC1C=CC=CC=1)=[O:9].[OH-].[Na+]>O1CCCC1>[O:4]=[C:5]([N:25]1[CH2:26][C:27]2=[CH:32][S:31][CH:30]=[C:28]2[CH2:29]1)[CH2:6][CH:7]([CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[C:8]([OH:10])=[O:9]

参加物

5

反応物 3

HCID 702EthanolHCID 14798Sodium HydroxideHCID 15337444Phenylmethyl gamma-oxo-alpha-(phenylmethyl)-5,6-dihydro-4H-thieno[3,4-c]pyrrole-5-butanoate

生成物 1

HCID 15337447gamma-oxo-alpha-(phenylmethyl)-5,6-dihydro-4H-thieno[3,4-c]pyrrole-5-butanoic acid収率 75%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

15 ml of ethanol are added to a solution of 1.22 g (3 mmol) of phenylmethyl γ-oxo-α-(phenylmethyl)-5,6-dihydro-4H-thieno[3,4-c]pyrrole-5-butanoate in 15 ml of tetrahydrofuran, followed, at 0° C., by a solution of 0.36 g (9 mmol) of sodium hydroxide. After 1 h at room temperature, the medium is concentrated to about 15 ml, 15 ml of water are added and then the mixture is acidfied with 2N hydrochloric acid to pH 2 and extracted with three times 25 ml of ethyl acetate. The organic phases are pooled, washed with a saturated sodium chloride solution, dried over sodium sulphate and evaporated to dryness. The residue is triturated with diethyl ether to give 0.71 g of a white solid.

後処理

  1. concentrationthe medium is concentrated to about 15 ml, 15 ml of water
  2. additionare added
  3. extractionextracted with three times 25 ml of ethyl acetate
  4. washwashed with a saturated sodium chloride solution
  5. dry with materialdried over sodium sulphate
  6. customevaporated to dryness
  7. customThe residue is triturated with diethyl ether

出典と根拠

ORDレコード
ord-53f626051fca4b698e308dea03481728
出典データセット
uspto-grants-1999_02
特許番号
US05869518

反応ノート

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