Methanol → HCID 21496442, compound

HRID 1730779Notes

Reaction equation

HRID 1730779 reaction equation
[Na].[CH2:2]([O:4][C:5]1[CH:6]=[C:7]([CH:15]=[C:16]2[O:20][CH2:19][O:18][C:17]=12)[CH:8]=[C:9]([CH2:12][O:13][CH3:14])[C:10]#[N:11])[CH3:3].[CH3:21][OH:22]>>[CH3:14][O:13][CH:12]([O:22][CH3:21])[CH:9]([C:10]#[N:11])[CH2:8][C:7]1[CH:15]=[C:16]2[O:20][CH2:19][O:18][C:17]2=[C:5]([O:4][CH2:2][CH3:3])[CH:6]=1

Participants

4

Reactant 3

HCID 887MethanolHCID 5360545SodiumHCID 54218812HCID 54218812, compound

Product 1

HCID 21496442HCID 21496442, compound

Procedure

To 6.6 g. sodium dissolved in 96 ml. of methanol, 37.5 g. of 3-ethoxy-4,5-methylenedioxy-α-methoxymethylcinnamonitrile were added. The resulting mixture was refluxed for 24 hours. The solution was poured into 400 ml. water and was extracted with methylenechloride. Upon evaporation of the solvent, the product, 3-ethoxy-4,5-methylenedioxy-α-cyanodihydrocinnamaldehyde dimethylacetal, was vacuum distilled and had a b.p. of 191°/0.4 mmHg., nD23 = 1.5340.

Workup

  1. temperatureThe resulting mixture was refluxed for 24 hours
  2. additionThe solution was poured into 400 ml
  3. extractionwater and was extracted with methylenechloride
  4. customUpon evaporation of the solvent
  5. distillationdistilled

Sources & evidence

ORD record
ord-b470af78e4954241b5a1f60f8749a95b
Source dataset
uspto-grants-1976_11
Patent number
US03993761

Reaction notes

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