Hydrazine → HCID 21546504, compound

HRID 1605197Notes

Reaction equation

HRID 1605197 reaction equation
[CH3:1][O:2][C:3]1[C:8]([O:9][CH3:10])=[CH:7][C:6]([CH3:11])=[C:5]([C:12](=O)[CH2:13][C:14]2[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[C:16]([O:22][CH3:23])[CH:15]=2)[CH:4]=1.[OH-].[K+].NN>C(O)COCCOCCO>[CH3:11][C:6]1[CH:7]=[C:8]([O:9][CH3:10])[C:3]([O:2][CH3:1])=[CH:4][C:5]=1[CH2:12][CH2:13][C:14]1[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[C:16]([O:22][CH3:23])[CH:15]=1

Participants

5

Reactant 3

HCID 9321HydrazineHCID 14797Potassium HydroxideHCID 371217HCID 371217, compound

Product 1

HCID 21546504HCID 21546504, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 8172Triethylene GlycolSolvent

Procedure

Reaction of 8.0 of 4,5-dimethoxy-2(3,4-dimethoxyphenylacetyl) toluene and 10 g KOH in a solution of 6.5 ml 95% hydrazine in 84 ml triethylene glycol according to the procedures of Example II gave a yellow oil which was crystallized from alcohol to give 6.4 g (82%) of 2-methyl-3',4,4' ,5-tetramethoxybibenzyl as a white powder, mp 101.5°-102.5°. Nmr (δ): 2.20 (s, 3H), 2.82 (s, 4H), 3.80 (s, 3H), 3.84 (s, 9H), 6.58-6.80 (m, 5H); mass spectrum: m/e (rel intensity) 316(5), 165(100), 151 (15). Anal. Calcd. for C19H24O4 : C, 72.13; H, 7.65. Found: C, 72.15; H, 7.69.

Workup

  1. customgave a yellow oil which
  2. customwas crystallized from alcohol

Sources & evidence

ORD record
ord-e4f649f9722d4f2c8efe7d41d447663e
Source dataset
uspto-grants-1976_04
Patent number
US03950236

Reaction notes

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