Cyclododecanone → HCID 178469466, compound

HRID 1761524Notes

Reaction equation

HRID 1761524 reaction equation
C1(=O)CCCCCCCCCCC1.[C:14]1([NH:26][CH:27]=[C:28]([C:34]([O:36]CC)=O)[C:29]([O:31][CH2:32][CH3:33])=[O:30])[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH:15]=1>C1C=CC(C2C=CC=CC=2)=CC=1.C1C=CC(OC2C=CC=CC=2)=CC=1>[OH:36][C:34]1[C:28]([C:29]([O:31][CH2:32][CH3:33])=[O:30])=[CH:27][N:26]=[C:14]2[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][C:25]=12

Participants

4

Reactant 2

HCID 13246CyclododecanoneHCID 67906005HCID 67906005, compound

Product 1

HCID 178469466HCID 178469466, compound

Reagents, catalysts & solvents 1

HCID 246701,1'-Biphenyl, mixt. with 1,1'-oxybis(benzene)Solvent2×

Procedure

A solution of 10 g of the mixture of cyclododecanone and diethyl N-(1-cyclododecenyl)-aminomethylenemalonate in 25 ml Dowtherm® is added to 200 ml Dowtherm® at 250° under nitrogen, collecting distillate in a water separator. After heating for 0.5 hour the mixture is cooled to room temperature and the solvent distilled off under reduced pressure. The residual solid is triturated with ether and dried to give ethyl 5,6,7,8,9,10,11,12,13,14-decahydro-4hydroxycyclododeca[b]pyridine-3-carboxylate, m.p. 182°-90°.

Workup

  1. distillationcollecting distillate in a water separator
  2. temperatureAfter heating for 0.5 hour the mixture
  3. distillationthe solvent distilled off under reduced pressure
  4. customThe residual solid is triturated with ether
  5. customdried

Sources & evidence

ORD record
ord-6b24498d1bc04d3c933f93b35fd30209
Source dataset
uspto-grants-1989_05
Patent number
US04826854

Reaction notes

Loading…