Diethyl Ether → HCID 20074899, compound

HRID 703784Notes

Reaction equation

HRID 703784 reaction equation
S(Cl)([Cl:3])=O.O[CH2:6][N:7]1[CH:11]=[CH:10][N:9]=[C:8]1[CH3:12].CCOCC>ClCCl.CN(C=O)C>[ClH:3].[Cl:3][CH2:6][N:7]1[CH:11]=[CH:10][N:9]=[C:8]1[CH3:12]

Participants

6

Reactant 3

HCID 3283Diethyl EtherHCID 24386Thionyl ChlorideHCID 12262267HCID 12262267, compound

Product 1

HCID 20074899HCID 20074899, compoundYield 71.2%

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 6344DichloromethaneSolvent

Procedure

Thionyl chloride (7.2 g) was added over 5 min to a stirred suspension of 1-(hydroxymethyl)-2-methyl-1H-imidazole (5.0 g) in a mixture of dichloromethane (50 ml) and DMF (0.5 ml) at 0°, and the mixture was stirred at 0° for 2h. It was then poured into dry ether (500 ml) and left for 1h. The cloudy supernatant was decanted from the insoluble colourless oil which separated. This oil was triturated with acetone (100 ml) with scratching to give a solid which was filtered off and dried to give the title compound (3.6 g), m.p. 122°-124°.

Workup

  1. waitleft for 1h
  2. customThe cloudy supernatant was decanted from the insoluble colourless oil which
  3. customseparated
  4. customThis oil was triturated with acetone (100 ml)
  5. customto give a solid which
  6. filtrationwas filtered off
  7. customdried

Sources & evidence

ORD record
ord-2a43050d0ad0416aac23af772d5164a1
Source dataset
uspto-grants-1991_01
Patent number
US04985422

Reaction notes

Loading…