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

HRID 2296343노트

반응식

HRID 2296343 반응식
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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 6395Methanesulfonic Acid용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-13c59763b6144e42b025acc7fb2c173c
출처 데이터셋
uspto-grants-1984_01
특허 번호
US04428959

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