Magnesium chloride hexahydrate → HCID 19864665, compound

HRID 1200110Notes

Reaction equation

HRID 1200110 reaction equation
[CH:1]1[C:6]2[O:7][C:8]3[CH:17]=[CH:16][CH:15]=[CH:14][C:9]=3[CH2:10][C:11](=O)[CH2:12][C:5]=2[CH:4]=[CH:3][CH:2]=1.O.O.O.O.O.O.[Cl-].[Mg+2].[Cl-].[CH3:27][NH:28][CH:29]=[O:30]>C(O)=O.O.C(=O)([O-])[O-].[Na+].[Na+]>[CH3:27][NH:28][C:29]([CH:11]1[CH2:12][C:5]2[CH:4]=[CH:3][CH:2]=[CH:1][C:6]=2[O:7][C:8]2[CH:17]=[CH:16][CH:15]=[CH:14][C:9]=2[CH2:10]1)=[O:30]

Participants

7

Reactant 3

HCID 24644Magnesium chloride hexahydrateHCID 31254N-MethylformamideHCID 19864641HCID 19864641, compound

Product 1

HCID 19864665HCID 19864665, compound

Reagents, catalysts & solvents 3

HCID 284Formic AcidSolventHCID 962WaterSolventHCID 10340Sodium CarbonateSolvent

Procedure

5H-Dibenz[b,g]oxocin-6(7H)-one (3 g - as prepared in B) was dissolved in a mixture of formic acid (3 ml) and methylformamide (12 ml) containing magnesium chloride hexahydrate (0.6 g), and the solution was refluxed for three hours. The cooled reaction mixture was diluted with water and neutralised with sodium carbonate solution, then the product was extracted into 1,1'-oxybisethane. The extract was washed with water, sodium carbonate solution and water then dried over sodium sulphate, and evaporated to give 6,7-Dihydro-N-methyl-5H-dibenz[b,g]oxocine-6-formamide.

Workup

  1. temperaturethe solution was refluxed for three hours
  2. customThe cooled reaction mixture
  3. extractionthe product was extracted into 1,1'-oxybisethane
  4. washThe extract was washed with water, sodium carbonate solution and water
  5. dry with materialthen dried over sodium sulphate
  6. customevaporated

Sources & evidence

ORD record
ord-8b2020c248a6462d810476b0578b7108
Source dataset
uspto-grants-1990_02
Patent number
US04904688

Reaction notes

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