Sodium Hydroxide → HCID 70539013, compound

HRID 1981096Notes

Reaction equation

HRID 1981096 reaction equation
COC([N:5]1[N:12](C(OC)=O)[CH:11]2[CH:6]1[CH:7]1[CH:17]([O:18]C(=O)C)[CH:10]2[CH:9]=[CH:8]1)=O.[OH-].[Na+].[O-]Cl.[Na+]>>[OH:18][CH:17]1[CH:10]2[CH:9]=[CH:8][CH:7]1[CH:6]1[CH:11]2[N:12]=[N:5]1

Participants

4

Reactant 3

HCID 14798Sodium HydroxideHCID 23665760Sodium HypochloriteHCID 545192933,4-Dimethoxycarbonyl-9-acetoxy-3,4-diazatricyclo[4,2,1,02,5]non-7-ene

Product 1

HCID 70539013HCID 70539013, compound

Procedure

92 parts of 3,4-dimethoxycarbonyl-9-acetoxy-3,4-diazatricyclo[4,2,1,02,5 ]non-7-ene and 570 parts of 20 percent strength aqueous NaOH were stirred for 3 hours at 70° C., after which 356 parts of 13 percent strength by weight aqueous NaOCl were added dropwise at 40° C. and stirring was continued for 1 hour at 40° C. The reaction mixture was extracted continuously for 12 hours with 300 parts of CH2Cl2, the organic phase was dried with MgSO4, treated with active charcoal and evaporated down, and the residue was digested with 200 parts of petroleum ether. 36.4 parts (86 mol %) of 9-hydroxy-3,4-diazatricyclo[4,2,1,02,5 ]nona-3,7-diene of melting point 128° C. (from cyclohexane) were obtained. ##STR13##

Workup

  1. extractionThe reaction mixture was extracted continuously for 12 hours with 300 parts of CH2Cl2
  2. dry with materialthe organic phase was dried with MgSO4
  3. additiontreated with active charcoal
  4. customevaporated down

Sources & evidence

ORD record
ord-933105ac88b0404f9501d668716844b9
Source dataset
uspto-grants-1985_04
Patent number
US04512795

Reaction notes

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