Formic Acid → HCID 19085497, compound

HRID 962453Notes

Reaction equation

HRID 962453 reaction equation
[CH2:1]([NH:3][CH2:4][CH:5]1[CH2:10][CH2:9][N:8]([CH2:11][CH2:12][O:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH2:7][CH2:6]1)[CH3:2].[ClH:20].[CH:21](O)=O>C=O.CCOCC>[ClH:20].[ClH:20].[CH2:1]([N:3]([CH2:4][CH:5]1[CH2:6][CH2:7][N:8]([CH2:11][CH2:12][O:13][C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH2:9][CH2:10]1)[CH3:21])[CH3:2]

Participants

6

Reactant 3

HCID 284Formic AcidHCID 313Hydrochloric AcidHCID 19085445HCID 19085445, compound

Product 1

HCID 19085497HCID 19085497, compound

Reagents, catalysts & solvents 2

HCID 712FormaldehydeSolventHCID 3283Diethyl EtherSolvent

Procedure

A solution of 4-(ethylaminomethyl)-1-(2-phenoxyethyl)piperidine (3.0 g) in 98% formic acid (2.2 ml) and 37% aqueous formaldehyde (2.06 ml) was heated on a steam bath for 5 hours. Work up as described in Example 10 gave an oil which was dissolved in ether and treated with ethereal hydrogen chloride solution to give a solid which was collected by filtration and recrystallised from absolute ethanol to give 4-(N-ethyl-N-methylaminomethyl)-1-(2-phenoxyethyl)piperidine dihydrochloride, m.p. 248°-250° C.

Workup

  1. customgave an oil which
  2. customto give a solid which
  3. filtrationwas collected by filtration
  4. customrecrystallised from absolute ethanol

Sources & evidence

ORD record
ord-d084c546d8b14c66bf4098c467b41df3
Source dataset
uspto-grants-1998_06
Patent number
US05760035

Reaction notes

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