Hydrochloric Acid → HCID 20490686, compound

HRID 435059Notes

Reaction equation

HRID 435059 reaction equation
[CH3:1][C:2]1([CH3:28])[CH:6]([O:7]COCCOCCOC)[CH2:5][C:4]([CH2:19][O:20][CH2:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)([CH2:17][CH3:18])[O:3]1.Cl>CO>[CH3:28][C:2]1([CH3:1])[CH:6]([OH:7])[CH2:5][C:4]([CH2:19][O:20][CH2:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)([CH2:17][CH3:18])[O:3]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 57098703HCID 57098703, compound

Product 1

HCID 20490686HCID 20490686, compoundYield 112.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The compound of Example 1 (33.5 g) was added to methanol (500 ml) containing 5 ml concentrated hydrochloric acid, and the resulting mixture was refluxed for 21/2 hours. It was then cooled, the solvent was evaporated off and the residue was dissolved in diethyl ether. The solution was washed with neutral brine, dried over magnesium sulphate and evaporated to give 25.1 g of the desired product. This corresponds to a 100% yield. NMR showed the product to be a mixture of geometric isomers.

Workup

  1. temperaturethe resulting mixture was refluxed for 21/2 hours
  2. temperatureIt was then cooled
  3. customthe solvent was evaporated off
  4. dissolutionthe residue was dissolved in diethyl ether
  5. washThe solution was washed with neutral brine
  6. dry with materialdried over magnesium sulphate
  7. customevaporated

Sources & evidence

ORD record
ord-62c01178037b4314a032fd4a2a7593a3
Source dataset
uspto-grants-1983_08
Patent number
US04400198

Reaction notes

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