Diethyl Malonate → HCID 86736179, compound

HRID 1704727Notes

Reaction equation

HRID 1704727 reaction equation
[O-]CC.[Na+].[Na].[C:6](OCC)(=[O:13])[CH2:7][C:8]([O:10][CH2:11][CH3:12])=[O:9].[C:17]1([CH:23]=[C:24]2[C:29](=[O:30])[C:28](=[CH:31][C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=3)[CH2:27][S:26][CH2:25]2)[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>C(O)C>[O:13]=[C:6]1[O:30][C:29]2[C:28](=[CH:31][C:32]3[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=3)[CH2:27][S:26][CH2:25][C:24]=2[CH:23]([C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH:7]1[C:8]([O:10][CH2:11][CH3:12])=[O:9]

Participants

6

Reactant 4

HCID 7761Diethyl MalonateHCID 336779tetrahydro-3,5-bis(phenylmethylene)-4H-thiopyran-4-oneHCID 2723922Sodium ethoxideHCID 5360545Sodium

Product 1

HCID 86736179HCID 86736179, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To an ethanolic solution of sodium ethoxide [prepared from 555 mg (24 mg atom) of sodium in 50 ml of ethanol] is added diethyl malonate (3.52 g, 22 mmole) in 50 ml of absolute ethanol. After heating at reflux temperature for 2 hours, tetrahydro-3,5-bis(phenylmethylene)-4H-thiopyran-4-one (5.84 g, 20 mmole) is added. The resulting solution is then heated at reflux temperature for 2 hours.

Workup

  1. temperatureAfter heating
  2. temperatureat reflux temperature for 2 hours
  3. temperatureThe resulting solution is then heated
  4. temperatureat reflux temperature for 2 hours

Sources & evidence

ORD record
ord-fcd74bea8cfa43aaae7cf79e512f6312
Source dataset
uspto-grants-1978_11
Patent number
US04127667

Reaction notes

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