Hydrochloric Acid → HCID 70053500, compound

HRID 1977980Notes

Reaction equation

HRID 1977980 reaction equation
[N+:1]([CH:4]1[CH:9]([CH2:10][C:11]([C:13]2[CH:18]=[CH:17][CH:16]=CC=2)=O)[CH2:8][CH2:7][CH2:6][CH2:5]1)([O-:3])=[O:2].[C:19]1([CH:25]2[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]2)[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.[CH2:31]=O.Cl.CO[CH2:36][CH2:37][O:38]C>>[N+:1]([C:4]1[CH:5]=[C:6]([CH2:36][C:37](=[O:38])[CH2:31][N:28]2[CH2:27][CH2:26][CH:25]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[CH2:30][CH2:29]2)[CH:7]=[CH:8][C:9]=1[CH:10]1[CH2:11][CH2:13][CH2:18][CH2:17][CH2:16]1)([O-:3])=[O:2]

Participants

6

Reactant 5

HCID 313Hydrochloric AcidHCID 712FormaldehydeHCID 80711,2-DimethoxyethaneHCID 698734-PhenylpiperidineHCID 70052741HCID 70052741, compound

Product 1

HCID 70053500HCID 70053500, compound

Procedure

12.3 g of 3-nitro-4-cyclohexylacetophenone, 9.85 g of 4-phenylpiperidine, 7.5 g of paraformaldehyde and 1.5 ml of concentrated hydrochloric acid are dissolved in 100 ml of 1,2-dimethoxyethane and the reaction mixture is then heated at reflux with stirring for 6 hours. The reaction mixture is then left overnight at room temperature, after which a precipitate is separated out by filtration and washed successively with ethyl acetate and then with diethyl ether in order to give 17 g of the expected compound.

Workup

  1. temperaturethe reaction mixture is then heated
  2. temperatureat reflux
  3. waitThe reaction mixture is then left overnight at room temperature
  4. customafter which a precipitate is separated out by filtration
  5. washwashed successively with ethyl acetate

Sources & evidence

ORD record
ord-48cc51febec64c979333170442a3fe67
Source dataset
uspto-grants-2001_05
Patent number
US06235791B1

Reaction notes

Loading…