Ammonia → HCID 12557652, compound

HRID 1438882Notes

Reaction equation

HRID 1438882 reaction equation
CO[C:3]1[C:4](=[O:17])[C:5]([O:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[CH:6][CH:7]=[CH:8][CH:9]=1.[NH3:18]>CO>[NH2:18][C:3]1[C:4](=[O:17])[C:5]([O:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[CH:6][CH:7]=[CH:8][CH:9]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 12557644HCID 12557644, compound

Product 1

HCID 12557652HCID 12557652, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
80 °C

Procedure

A solution of 2-methoxy-7-phenoxy-2,4,6-cycloheptatrien-1-one (2.0 g, described above) in methanol (30 ml) is cooled to -25° C and saturated with gaseous ammonia. The mixture is heated in a pressure bottle at 80° C for 4 hours and cooled to -70° C. The bottle is opened and the solvent is removed under reduced pressure. The residue is crystallized from ethyl acetate to give 2-amino-7-phenoxy-2,4,6-cycloheptatrien-1-one.

Workup

  1. temperaturecooled to -70° C
  2. customthe solvent is removed under reduced pressure
  3. customThe residue is crystallized from ethyl acetate

Sources & evidence

ORD record
ord-16b0afe47839463bbd20221faf0b4d6a
Source dataset
uspto-grants-1977_11
Patent number
US04057556

Reaction notes

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