Formaldehyde → Hydrochloric Acid

HRID 980459Notes

Reaction equation

HRID 980459 reaction equation
[CH:1]1([C:7]2[CH:12]=[CH:11][C:10]([C:13](=[O:16])[CH2:14][CH3:15])=[CH:9][CH:8]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[ClH:17].[NH:18]1[CH2:22][CH2:21][CH2:20][CH2:19]1.C=O.[C:25](OCC)(=O)C.Cl>C(OCC)(=O)C>[ClH:17].[CH:1]1([C:7]2[CH:8]=[CH:9][C:10]([C:13](=[O:16])[CH:14]([CH3:25])[CH2:15][N:18]3[CH2:22][CH2:21][CH2:20][CH2:19]3)=[CH:11][CH:12]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

7

Reactant 4

HCID 712FormaldehydeHCID 212848Pyrrolidine, hydrochloride (1:1)HCID 12262601-(4-cyclohexylphenyl)propan-1-oneHCID 21866389Hydrogen chloride-ethyl acetate

Product 2

HCID 313Hydrochloric AcidHCID 30244701-Propanone, 1-(4-cyclohexylphenyl)-2-methyl-3-(1-pyrrolidinyl)-

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A solution of 5.10 g of 4'-cyclohexylpropiophenone in 15 ml of ethyl acetate, 2.50 g of pyrrolidine hydrochloride, 1.30 g of paraformaldehyde and 0.5 ml of 22% hydrogen chloride-ethyl acetate were treated in the same manner as that described for Example 3 to give 3.65 g of hydrochloride of the desired compound, which were recrystallized from a mixture of ethanol and ether as colorless needles, mp 186°-187°.

Sources & evidence

ORD record
ord-caca97d53b1e47b98fccfce1dcdece30
Source dataset
uspto-grants-1987_01
Patent number
US04638009

Reaction notes

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