Methanol → HCID 21496442, compound

HRID 1658045Notes

Reaction equation

HRID 1658045 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-e075250c6b7f4bfc9f7f7cf362ea468a
Source dataset
uspto-grants-1976_06
Patent number
US03962435

Reaction notes

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