Hydrochloric Acid → HCID 70507303, compound

HRID 358213

Reaction equation

HRID 358213 reaction equation
[ClH:1].[NH:2]1[CH2:7][CH2:6][O:5][CH2:4][CH2:3]1.[C:8]([C:12]1[CH:17]=[CH:16][C:15]([C:18](=[O:21])[CH2:19][CH3:20])=[CH:14][CH:13]=1)([CH3:11])([CH3:10])[CH3:9].[CH2:22]=O.Cl>C(O)C>[ClH:1].[C:8]([C:12]1[CH:13]=[CH:14][C:15]([C:18](=[O:21])[CH:19]([CH3:22])[CH2:20][N:2]2[CH2:7][CH2:6][O:5][CH2:4][CH2:3]2)=[CH:16][CH:17]=1)([CH3:11])([CH3:10])[CH3:9]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 712FormaldehydeHCID 197884Morpholine, hydrochloride (1:1)HCID 5952814'-(tert-Butyl)propiophenone

Product 1

HCID 70507303HCID 70507303, compoundYield 61.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

37.07 g (0.3 mole) of morpholine hydrochloride, 57.1 g (0.3 mole) of p-tert.-butyl-propiophenone and 15.01 g (0.5 mole) of paraformaldehyde were heated under reflux in 150 ml of ethanol for 1 hour. After adding 0.5 ml of concentrated hydrochloric acid, the reaction mixture was stirred under reflux for a further 15 hours. It was then concentrated, the residue was taken up in chloroform, the chloroform mixture was washed twice with water and the organic phase was dried over sodium sulphate and concentrated. The crystalline residue was suspended in hot ethyl acetate, filtered off and dried. 60 g (61.5% of theory) of p-tert.-butyl-2-methyl-3-morpholin-4-yl-propiophenone hydrochloride of melting point 189° to 91° C. were obtained.

Workup

  1. temperatureunder reflux for a further 15 hours
  2. concentrationIt was then concentrated
  3. washthe chloroform mixture was washed twice with water
  4. dry with materialthe organic phase was dried over sodium sulphate
  5. concentrationconcentrated
  6. filtrationfiltered off
  7. customdried

Sources & evidence

ORD record
ord-62a2654f9dba4e319efe497df3f64a86
Source dataset
uspto-grants-1984_08
Patent number
US04465678

Linked notes

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