3-Hydroxybenzaldehyde → HCID 6365568, compound

HRID 1925493Notes

Reaction equation

HRID 1925493 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH:5]=O.[N+:10]([CH2:13][CH3:14])([O-:12])=[O:11].C([O-])(=O)C.[NH4+].O>C(O)(=O)C>[N+:10](/[C:13](/[CH3:14])=[CH:5]/[C:4]1[CH:3]=[C:2]([OH:1])[CH:9]=[CH:8][CH:7]=1)([O-:12])=[O:11]

Participants

6

Reactant 4

HCID 1013-HydroxybenzaldehydeHCID 962WaterHCID 6587NitroethaneHCID 517165Ammonium Acetate

Product 1

HCID 6365568HCID 6365568, compoundYield 82.6%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
80 °C

Procedure

To a solution of 3-hydroxybenzaldehyde (20 g, 0.16 mol) in acetic acid (40 mL) was added nitro ethane (32 mL, 0.45 mol) and ammonium acetate (8 g, 0.1 mol). The resulting mixture was stirred at 80° C. for 6 hours. The reaction mixture was poured into a solution of 400 mL of water and the precipitate was collected by filtration to obtain the title compound as a solid (23.68 g, 81%). MS (M+): 180.

Workup

  1. filtrationthe precipitate was collected by filtration

Sources & evidence

ORD record
ord-1dcb62f6bd2d405f811042ea5b555ed4
Source dataset
uspto-grants-2012_05
Patent number
US08178679B2

Reaction notes

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