Methane → HCID 13094251, compound

HRID 1164360Notes

Reaction equation

HRID 1164360 reaction equation
[Cl:1][C:2]1[C:3]([CH3:27])=[C:4]([C:8]2([C:24](Cl)=[O:25])[CH2:13][CH2:12][N:11]([S:14]([C:17]3[CH:22]=[CH:21][C:20]([CH3:23])=[CH:19][CH:18]=3)(=[O:16])=[O:15])[CH2:10][CH2:9]2)[CH:5]=[CH:6][CH:7]=1.C.[CH2:29]([OH:31])[CH3:30]>>[Cl:1][C:2]1[C:3]([CH3:27])=[C:4]([C:8]2([C:24]([O:31][CH2:29][CH3:30])=[O:25])[CH2:9][CH2:10][N:11]([S:14]([C:17]3[CH:22]=[CH:21][C:20]([CH3:23])=[CH:19][CH:18]=3)(=[O:16])=[O:15])[CH2:12][CH2:13]2)[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 297MethaneHCID 702EthanolHCID 20511854HCID 20511854, compound

Product 1

HCID 13094251HCID 13094251, compoundYield 89.1%

Procedure

A mixture of 36.5 parts of 4-(3-chloro-2-methylphenyl)-1-(4-methylphenylsulfonyl)-4-piperidinecarbonyl chloride and 240 parts of ethanol is stirred and refluxed overnight. The reaction mixture is treated with activated charcoal while hot. The latter is filtered off and the product is allowed to crystallize from the filtrate by cooling spontaneously to room temperature. The product is filtered off and dried, yielding 33 parts (89.1%) of ethyl 4-(3-chloro-2-methylphenyl)-1-(4-methylphenylsulfonyl)-4-piperidinecarboxylate; mp. 134° C.

Workup

  1. temperaturerefluxed overnight
  2. filtrationThe latter is filtered off
  3. customto crystallize from the filtrate
  4. filtrationThe product is filtered off
  5. customdried

Sources & evidence

ORD record
ord-b9383dc2bcc04d10a5177bcb368d3ee1
Source dataset
uspto-grants-1983_01
Patent number
US04369184

Reaction notes

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