HCID 67906005, compound → HCID 178469465, compound

HRID 1761528Notes

Reaction equation

HRID 1761528 reaction equation
[C:1]1([NH:13][CH:14]=[C:15]([C:21]([O:23]CC)=O)[C:16]([O:18][CH2:19][CH3:20])=[O:17])[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]CC=1>C1C=CC(C2C=CC=CC=2)=CC=1.C1C=CC(OC2C=CC=CC=2)=CC=1>[OH:23][C:21]1[C:15]([C:16]([O:18][CH2:19][CH3:20])=[O:17])=[CH:14][N:13]=[C:1]2[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][C:4]=12

Participants

3

Reactant 1

HCID 67906005HCID 67906005, compound

Product 1

HCID 178469465HCID 178469465, compound

Reagents, catalysts & solvents 1

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

Procedure

A solution of 46.0 g of diethyl N-(1-cyclododecenyl)aminomethylenemalonate in 40 ml of Dowtherm® is added to one liter of Dowtherm® at 250° under argon, and the distillate is collected in a Dean-Stark trap. After 0.5 hour the mixture is allowed to cool to room temperature and the solvent is distilled off. The residual solid is triturated with ether to give ethyl 4-hydroxy-5,6,7,8,9,10,11,12-octahydrocyclodeca[b]pyridine-3-carboxylate, m.p. 212°-30°.

Workup

  1. distillationthe distillate is collected in a Dean-Stark trap
  2. distillationthe solvent is distilled off
  3. customThe residual solid is triturated with ether

Sources & evidence

ORD record
ord-d7bbfcb9a6894ba0b96588da3a3d2f77
Source dataset
uspto-grants-1989_05
Patent number
US04826854

Reaction notes

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