Hydrochloric Acid → 3-(Dimethylamino)-1-(furan-2-yl)propan-1-one--hydrogen chloride (1/1)

HRID 273661Notes

Reaction equation

HRID 273661 reaction equation
[C:1]([C:4]1[O:5][CH:6]=[CH:7][CH:8]=1)(=[O:3])[CH3:2].[ClH:9].[CH3:10][NH:11][CH3:12].[CH2:13]=O.Cl>C(O)C>[ClH:9].[CH3:10][N:11]([CH2:13][CH2:2][C:1]([C:4]1[O:5][CH:6]=[CH:7][CH:8]=1)=[O:3])[CH3:12]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 712FormaldehydeHCID 10473Dimethylamine, hydrochlorideHCID 145052-Acetylfuran

Product 1

HCID 123450443-(Dimethylamino)-1-(furan-2-yl)propan-1-one--hydrogen chloride (1/1)Yield 13%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2-Acetylfuran (13.8 g), dimethylamine hydrochloride (13.3 g), paraformaldehyde (5.0 g) and ethanol (80 ml) acidified with concentrated HCl (1.0 ml) were stirred. Part of this mixture (27 ml) was pumped through the CMR (18 ml/min; 160°-70° C.; 500 kPa;) and the hot product collected in an ice-water cooled flask, to afford pale yellow crystals m.p. 172.5°-173° C. (cf lit.10 m.p. 173°-4° C.) in 13% yield.

Workup

  1. customwas pumped through the CMR (18 ml/min; 160°-70° C.; 500 kPa;)
  2. customthe hot product collected in an ice-water cooled flask

Sources & evidence

ORD record
ord-46302bb0417e4d80803efc7bded4318f
Source dataset
uspto-grants-1995_02
Patent number
US05387397

Reaction notes

Loading…