Hydrochloric Acid → HCID 22760937, compound

HRID 1605636Notes

Reaction equation

HRID 1605636 reaction equation
O=[C:2]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[O:6][C:5]2[CH:13]=[CH:14][CH:15]=[CH:16][C:4]=2[CH2:3]1.[O-]CC.[Na+].[CH3:21][C:22]([CH:24]=[CH2:25])=[O:23].Cl>C(O)C>[O:23]=[C:22]1[CH2:24][CH2:25][C:3]2[C:4]3[CH:16]=[CH:15][CH:14]=[CH:13][C:5]=3[O:6][C:7]3[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=3[C:2]=2[CH2:21]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 6570Methyl vinyl ketoneHCID 2723922Sodium ethoxideHCID 11321766HCID 11321766, compound

Product 1

HCID 22760937HCID 22760937, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

To a solution of 42 g of the compound 10-keto-10,11-dihydrodibenzo(b,f)-oxepine in 200 ml of dry ethanol a solution of sodiumethoxide (7 g of sodium in 500 ml of ethanol) is added dropwise. After stirring the mixture for 30 minutes 16.2 ml of methylvinylketon in 50 ml of ethanol are added, whereupon the solution is refluxed for 1 hour. The solution is cooled then and poured into 2 N HCl. After extracting into ether, washing the ether layer with water (till neutral) and drying the etherial phase, the solvent is evaporated.

Workup

  1. additionare added, whereupon the solution
  2. temperatureis refluxed for 1 hour
  3. temperatureThe solution is cooled
  4. extractionAfter extracting into ether
  5. washwashing the ether layer with water (till neutral)
  6. customdrying the etherial phase
  7. customthe solvent is evaporated

Sources & evidence

ORD record
ord-e9c9777d53584b1797a134a5499425cc
Source dataset
uspto-grants-1976_04
Patent number
US03950425

Reaction notes

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