Trimethyl orthoformate → HCID 53787163, compound

HRID 436524Notes

Reaction equation

HRID 436524 reaction equation
[CH3:1][O:2][C:3](=[O:18])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][C:11]1[O:12][C:13](C=O)=[CH:14][CH:15]=1.[CH:19]([O:24][CH3:25])([O:22][CH3:23])OC.[Cl-].[NH4+]>CO>[CH3:1][O:2][C:3](=[O:18])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][C:11]1[O:12][C:13]([CH:19]([O:22][CH3:23])[O:24][CH3:25])=[CH:14][CH:15]=1

Participants

5

Reactant 3

HCID 9005Trimethyl orthoformateHCID 25517Ammonium ChlorideHCID 15841978HCID 15841978, compound

Product 1

HCID 53787163HCID 53787163, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

32.8 g of 8-(5-formyl-2-furyl)-octanoic acid methyl ester, 15.5 g of trimethyl orthoformate, 16 ml of methanol and 0.3 g of ammonium chloride were mixed and refluxed for 4 hours. The solution was concentrated to dryness on a water bath. The residue was then absorbed in ether, washed with water, dried and distilled. Boiling point 136°-138° C at 0.2 mm Hg.

Workup

  1. temperaturerefluxed for 4 hours
  2. concentrationThe solution was concentrated to dryness on a water bath
  3. customThe residue was then absorbed in ether
  4. washwashed with water
  5. customdried
  6. distillationdistilled

Sources & evidence

ORD record
ord-57c89987ca4142d8a37261164d973b4a
Source dataset
uspto-grants-1977_02
Patent number
US04009187

Reaction notes

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