Hydrochloric Acid → HCID 12627527, compound

HRID 918145Notes

Reaction equation

HRID 918145 reaction equation
[NH:1]([C:8]1[CH2:13][C:12]([CH3:15])([CH3:14])[CH2:11][C:10](=[O:16])[CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:17]=O.[NH:19]1[CH2:24][CH2:23][O:22][CH2:21][CH2:20]1.[ClH:25]>CO>[ClH:25].[NH:1]([C:8]1[CH2:13][C:12]([CH3:14])([CH3:15])[CH2:11][C:10](=[O:16])[C:9]=1[CH2:17][N:19]1[CH2:24][CH2:23][O:22][CH2:21][CH2:20]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 712FormaldehydeHCID 8083MorpholineHCID 2058962-Cyclohexen-1-one, 5,5-dimethyl-3-(phenylamino)-

Product 1

HCID 12627527HCID 12627527, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2.15 Parts of 3-anilino-5,5-dimethyl-2-cyclohexen-1-one is dissolved in 10 volume parts of methanol under heating and, then, to the resulting solution are added 0.9 part of a 37 weight % aqueous solution of formaldehyde, 0.87 part of morpholine and 1.6 part of 20 weight % hydrochloric acid. The mixture is allowed to stand at room temperature for 1 hour, after which time the methanol is distilled off under reduced pressure, whereupon yellow crystals separate. The crystals are collected by filtration, washed with isopropyl ether and recrystallized from acetone. The procedure yields colorless scales of 3-anilino-5,5-dimethyl-2-morpholinomethyl-2-cyclohexen-1-one hydrochloride. Melting point: 172°-173°C Elementary analysis: C19H27N2O2Cl.H2O Calcd. C, 61.85; H, 7.92; N, 7.59 Found C, 61.88; H, 7.87; N, 7.67.

Workup

  1. temperatureunder heating
  2. distillationafter which time the methanol is distilled off under reduced pressure, whereupon yellow crystals
  3. customseparate
  4. filtrationThe crystals are collected by filtration
  5. washwashed with isopropyl ether
  6. customrecrystallized from acetone

Sources & evidence

ORD record
ord-9b49f46fa280433186d1a2f4493e54cb
Source dataset
uspto-grants-1976_07
Patent number
US03969409

Reaction notes

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