Ethanol → HCID 178442730, 화합물

HRID 1607465노트

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HRID 1607465 반응식
[N-:1]=[N+:2]=[N-:3].[Na+].C([O:8][C:9]1[C:14]2[CH:15]([C:21]#[N:22])[CH2:16][C:17]([CH3:20])([CH3:19])[O:18][C:13]=2[CH:12]=[C:11]([C:23]([CH3:31])([CH3:30])[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29])[CH:10]=1)(=O)C.C(O)C.Cl.CN1CCCCC1>CN1CCCCC1>[OH:8][C:9]1[C:14]2[CH:15]([C:21]3[NH:22][N:3]=[N:2][N:1]=3)[CH2:16][C:17]([CH3:19])([CH3:20])[O:18][C:13]=2[CH:12]=[C:11]([C:23]([CH3:30])([CH3:31])[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29])[CH:10]=1

참가 물질

6

반응물 4

HCID 702EthanolHCID 33557Sodium AzideHCID 205378Piperidine, 1-methyl-, hydrochloride (1:1)HCID 19848841HCID 19848841, 화합물

생성물 1

HCID 178442730HCID 178442730, 화합물

시약·촉매·용매 1

HCID 12291N-Methylpiperidine촉매

실험 절차

Finely ground sodium azide (325 mg, 5 mmole) is added to a solution of 5-acetoxy-4-cyano-2,2-dimethyl-7-(1,1-dimethylheptyl)-3,4-dihydro-2H-benzopyran (1.855 g, 5 mmole) in 10 ml ethanol-free chloroform containing 271 mg (2 mmole) N-methylpiperidine hydrochloride and 5 drops of N-methylpiperidine. The mixture is heated at reflux for one hour, another 2 mmoles of N-methylpiperidine hydrochloride is added, refluxing is continued for one hour and the mixture is allowed to stand overnight at room temperature. The mixture is partitioned between chloroform and aqueous sodium carbonate solution, the aqueous phase is adjusted to pH 5 and extracted again with chloroform. The combined organic layers are washed with water, dried (MgSO4) and the solvent evaporated in vacuo to afford the title compound.

후처리

  1. temperatureThe mixture is heated
  2. temperatureat reflux for one hour
  3. temperaturerefluxing
  4. waitto stand overnight at room temperature
  5. customThe mixture is partitioned between chloroform and aqueous sodium carbonate solution
  6. extractionextracted again with chloroform
  7. washThe combined organic layers are washed with water
  8. dry with materialdried (MgSO4)
  9. customthe solvent evaporated in vacuo

출처 및 근거

ORD 기록
ord-65f74d0cc53d4db9a93318923ecbff41
출처 데이터셋
uspto-grants-1989_09
특허 번호
US04863934

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