Formaldehyde → HCID 18980453, compound

HRID 2392748Notes

Reaction equation

HRID 2392748 reaction equation
[O:1]([CH:8]1[CH2:13][CH2:12][C:11](=[O:14])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:15]=O.[ClH:17].[CH3:18][NH:19][CH3:20]>C(O)(=O)C.CC(=O)CC>[ClH:17].[CH3:18][N:19]([CH2:15][CH:10]1[CH2:9][CH:8]([O:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[CH2:13][CH2:12][C:11]1=[O:14])[CH3:20]

Participants

6

Reactant 3

HCID 712FormaldehydeHCID 10473Dimethylamine, hydrochlorideHCID 224671324-Phenoxycyclohexanone

Product 1

HCID 18980453HCID 18980453, compoundYield 40.2%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 6569Methyl Ethyl KetoneSolvent

Procedure

9.5 g (50 mmole) 4-phenoxy-cyclohexanone (26), 0.765 g (25 mmole) paraformaldehyde and 2.08 g (25 mmole) dimethylamine hydrochloride were heated for 20 minutes in 17 ml acetic acid in an oil bath at a temperature of 105° C. Thereafter the solvent was distilled off under vacuum, the residue was treated twice with 2-butanone, and the 2-butanone was subsequently distilled off under vacuum. The salt obtained was taken up in 30 ml 2-butanone. 2.85 g of compound (27) (40% theoretical) were obtained.

Workup

  1. distillationThereafter the solvent was distilled off under vacuum
  2. additionthe residue was treated twice with 2-butanone
  3. distillationthe 2-butanone was subsequently distilled off under vacuum
  4. customThe salt obtained

Sources & evidence

ORD record
ord-69582ea0efcb415e807bf5c8a2d1b1f9
Source dataset
uspto-grants-1998_09
Patent number
US05801201

Reaction notes

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