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Sodium Carbonate → 4-Decanone

HRID 971754
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HRID 971754 반응식
CS(O)(=O)=O.OCCCN1[C:14]2[CH:15]=[CH:16][C:17]([CH3:19])=[CH:18][C:13]=2NC1=O.[C:21]1(N2C3(CCNCC3)C(=O)NC2)[CH:26]=CC=C[CH:22]=1.C(=O)([O-])[O-:39].[Na+].[Na+]>CN(C)C=O>[CH3:22][CH2:21][CH2:26][C:18](=[O:39])[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:19]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 10340Sodium CarbonateHCID 705561-Phenyl-1,3,8-triazaspiro(4.5)decan-4-oneHCID 867353561,3-dihydro-1-(3-hydroxypropyl)-5-methyl-2H-benzimidazol-2-one methanesulfonate

생성물 1

HCID 122034-Decanone

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
60 °C

실험 절차

A mixture of 5.68 parts of 1,3-dihydro-1-(3-hydroxypropyl)-5-methyl-2H-benzimidazol-2-one methanesulfonate, 4.62 parts of 1-phenyl-1,3,8-triazaspiro[4,5]decan-4-one, 3.7 parts of sodium carbonate and 45 parts of N,N-dimethylformamide is stirred for 1 hour at 60° C. The reaction mixture is cooled and poured onto water. The precipitated product is filtered off and purified by column-chromatography over silica gel using a mixture of trichloromethane and 10% of methanol as eluent. The pure fractions are collected and the eluent is evaporated. The residue is crystallized from a mixture of N,N-dimethylformamide and water, yielding 2 parts (24%) of 8-[3-(1,3-dihydro-5-methyl-2-oxo-2H-benzimidazol-1-yl)propyl]-1-phenyl-1,3,8-triazaspiro[4,5[decan-4-one; mp. 255.5° C.

후처리

  1. temperatureThe reaction mixture is cooled
  2. additionpoured onto water
  3. filtrationThe precipitated product is filtered off
  4. custompurified by column-chromatography over silica gel using
  5. additiona mixture of trichloromethane and 10% of methanol as eluent
  6. customThe pure fractions are collected
  7. customthe eluent is evaporated
  8. customThe residue is crystallized from a mixture of N,N-dimethylformamide and water

출처 및 근거

ORD 기록
ord-847461700ade486b97da49aa5ea301e7
출처 데이터셋
uspto-grants-1979_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04160836

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