3-Cyano-2-oxotridecanoic acid ethyl ester → 3-Decyl-2,5-Dioxo-4-Hydroxy-3-Pyrroline

HRID 2296343ノート

反応式

HRID 2296343 の反応式
C([O:3][C:4](=O)[C:5](=[O:19])[CH:6]([C:17]#[N:18])[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])C.C([OH:23])C.O>CS(O)(=O)=O>[OH:19][C:5]1[C:4](=[O:3])[NH:18][C:17](=[O:23])[C:6]=1[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16]

参加物

4

反応物 2

HCID 132762403-Cyano-2-oxotridecanoic acid ethyl esterHCID 19096565Water ethanol

生成物 1

HCID 546767153-Decyl-2,5-Dioxo-4-Hydroxy-3-Pyrroline

試薬・触媒・溶媒 1

HCID 6395Methanesulfonic Acid溶媒

実験手順

1 G. of the 3-cyano-2-oxotridecanoic acid ethyl ester is dissolved in 5 ml of methanesulfonic acid and the mixture allowed to stand overnight at room temperature. The reaction mixture is worked up by first pouring into ethanol-water (20 ml ethanol--5 ml water). After standing for several hours, the ethanol is removed by evaporation. The aqueous acidic residue is diluted further with water and then extracted with chloroform. The chloroform solution is then washed well with water, dried and evaporated to give the desired 3-hydroxy-4-(n-decyl)-3-pyrroline-2,5-dione. Recrystallization from hexane or cyclohexane provides pure 3-hydroxy-4-(n-decyl)-3-pyrroline-2,5-dione, mp 109°-111° C.

後処理

  1. waitAfter standing for several hours
  2. customthe ethanol is removed by evaporation
  3. additionThe aqueous acidic residue is diluted further with water
  4. extractionextracted with chloroform
  5. washThe chloroform solution is then washed well with water
  6. customdried
  7. customevaporated

出典と根拠

ORDレコード
ord-13c59763b6144e42b025acc7fb2c173c
出典データセット
uspto-grants-1984_01
特許番号
US04428959

反応ノート

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