1,1'-Biphenyl, mixt. with 1,1'-oxybis(benzene) → HCID 178465764, compound

HRID 649593Notes

Reaction equation

HRID 649593 reaction equation
[O:1]1[C:5]2([CH2:10][CH2:9][CH:8]([NH:11][CH:12]=[C:13]([C:19]([O:21][CH2:22][CH3:23])=[O:20])[C:14]([O:16]CC)=O)[CH2:7][CH2:6]2)OC=C1.C1C=CC(C2C=CC=CC=2)=CC=1.C1C=C[C:39]([O:42]C2C=CC=CC=2)=[CH:38]C=1>>[CH2:38]1[O:20][C:19]([C:13]2[CH:12]=[N:11][C:8]3[CH2:9][CH2:10][C:5](=[O:1])[CH2:6][C:7]=3[C:14]=2[OH:16])([O:21][CH2:22][CH3:23])[O:42][CH2:39]1

Participants

3

Reactant 2

HCID 246701,1'-Biphenyl, mixt. with 1,1'-oxybis(benzene)2×HCID 21270447HCID 21270447, compound

Product 1

HCID 178465764HCID 178465764, compound

Procedure

Diethyl N-(1,4-dioxaspiro[4.5]decen-8-yl)aminomethylenemalonate (53 g) in 100 ml of Dowtherm is added to 400 ml of Dowtherm at reflux and the mixture is heated at 250° for 45 minutes. The low boiling distillate is collected in a Dean-Stark trap. After cooling to room temperature, the mixture is evaporated to dryness in vacuo, and the residue is triturated with Et2O to give ethyl 4-hydroxy-6-oxo-5,6,7,8-tetrahydroquinoline-3-carboxylate ethylene ketal.

Workup

  1. temperatureat reflux
  2. temperaturethe mixture is heated at 250° for 45 minutes
  3. distillationThe low boiling distillate is collected in a Dean-Stark trap
  4. customthe mixture is evaporated to dryness in vacuo
  5. customthe residue is triturated with Et2O

Sources & evidence

ORD record
ord-5af6818fda5747a4885399f30569eeb1
Source dataset
uspto-grants-1988_04
Patent number
US04740512

Reaction notes

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