Methanol → HCID 12724726, compound

HRID 443832Notes

Reaction equation

HRID 443832 reaction equation
[CH3:1][O:2][C:3]1[C:4]([N+:15]([O-])=O)=[C:5]([CH:10]=[C:11]([O:13][CH3:14])[CH:12]=1)[C:6]([O:8][CH3:9])=[O:7].CO.[H][H]>[Pd].O1CCCC1>[NH2:15][C:4]1[C:3]([O:2][CH3:1])=[CH:12][C:11]([O:13][CH3:14])=[CH:10][C:5]=1[C:6]([O:8][CH3:9])=[O:7]

Participants

6

Reactant 3

HCID 887MethanolHCID 14604498HCID 14604498, compoundHCID 178418361HCID 178418361, compound2×

Product 1

HCID 12724726HCID 12724726, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of methyl 3,5-dimethoxy-2-nitrobenzoate (Ger 501,609, April 2, 1927; CA. 24, 47929) (39.0 g; 0.162 mole), 5% Pd on charcoal (2.0 g), methanol (200 ml) and tetrahydrofuran (200 ml) is shaken in an atmosphere of hydrogen at 52 lb pressure for 46 h when theoretical amount of hydrogen is absorbed. The catalyst is filtered off and the filtrate is evaporated to dryness. The residue is recrystallized from methanol. Yield 28.6 g; mp 93°-5°.

Workup

  1. customis absorbed
  2. filtrationThe catalyst is filtered off
  3. customthe filtrate is evaporated to dryness
  4. customThe residue is recrystallized from methanol

Sources & evidence

ORD record
ord-98195ced9e114a6fa8b037da3b6d6c6c
Source dataset
uspto-grants-1981_04
Patent number
US04261996

Reaction notes

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