Ammonia → 3-Cyclopentyloxy-4-methoxybenzamide

HRID 1940344Notes

Reaction equation

HRID 1940344 reaction equation
[CH:1]1([O:6][C:7]2[CH:8]=[C:9]([CH:13]=[CH:14][C:15]=2[O:16][CH3:17])[C:10](Cl)=[O:11])[CH2:5][CH2:4][CH2:3][CH2:2]1.[NH3:18]>>[CH:1]1([O:6][C:7]2[CH:8]=[C:9]([CH:13]=[CH:14][C:15]=2[O:16][CH3:17])[C:10]([NH2:18])=[O:11])[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 222AmmoniaHCID 27946003-(Cyclopentyloxy)-4-methoxybenzoyl chloride

Product 1

HCID 27793303-Cyclopentyloxy-4-methoxybenzamide

Procedure

Vigorously stirred aqueous ammonia solution (70 mL; 32% w/w) is treated dropwise with warm molten 3-cyclopentyloxy-4-methoxybenzoyl chloride (25.7 g) during a period of 20 minutes, keeping the temperature below 20° C. Stirring is continued at 20° C. for 2 hours, and then the suspension is filtered. The resulting solid is washed with water until free of ammonia, and is then dried under vacuum at 40°-45° C., to give 3-cyclopentyloxy-4-methoxybenzamide (21.78 g), in the form of a buff solid.

Workup

  1. customthe temperature below 20° C
  2. filtrationthe suspension is filtered
  3. washThe resulting solid is washed with water until free of ammonia
  4. customis then dried under vacuum at 40°-45° C.

Sources & evidence

ORD record
ord-f4a7175f388c4117b29dbfba5ccf2f4f
Source dataset
uspto-grants-1997_12
Patent number
US05698711

Reaction notes

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