Ethanol → HCID 53749658, compound

HRID 358317Notes

Reaction equation

HRID 358317 reaction equation
C([C:3](=[CH:5][CH:6]=[C:7]([CH:9]=[O:10])[CH3:8])[CH3:4])=O.[N+]([O-])([O-])=O.[NH4+].C(O[CH:19]([O:23][CH2:24][CH3:25])[O:20][CH2:21][CH3:22])C.N1C=CC=C[C:27]=1[CH3:32].[CH2:33]([OH:35])[CH3:34]>>[CH2:24]([O:23][CH:19]([O:20][CH2:21][CH3:22])[C:3]([CH3:4])=[CH:5][CH:6]=[C:7]([CH3:8])[CH:9]([O:10][CH2:27][CH3:32])[O:35][CH2:33][CH3:34])[CH3:25]

Participants

6

Reactant 5

HCID 702EthanolHCID 79752-MethylpyridineHCID 22985Ammonium nitrateHCID 31214Ethyl orthoformateHCID 56988318HCID 56988318, compound

Product 1

HCID 53749658HCID 53749658, compound

Procedure

100 g of 2,5-diformyl-2,4-hexadiene, 1 g of ammonium nitrate, 192 g of triethoxymethane and 200 ml of dry ethanol are stirred at 20° for 48 hours; the mixture is neutralized with α-picoline; the solvent is distilled off; and, after purifying the residue by distillation, 1,1,6,6-tetraethoxy-2,5-dimethyl-2,4-hexadiene is obtained, b.p.=135°-139°/0.2 mm Hg.

Workup

  1. distillationthe solvent is distilled off
  2. customand, after purifying the residue
  3. distillationby distillation

Sources & evidence

ORD record
ord-e83f43e003a2422989d5737f390c9503
Source dataset
uspto-grants-1984_08
Patent number
US04466805

Reaction notes

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