Hydrochloric Acid → HCID 20570935, compound

HRID 1577502Notes

Reaction equation

HRID 1577502 reaction equation
[CH3:1][O:2][CH2:3][C:4]1[CH:8]=[CH:7][O:6][C:5]=1[CH2:9][N:10]([CH3:12])[CH3:11].Cl.C=O.[C:16](=O)([O-])[O-:17].[Na+].[Na+]>C(O)(=O)C>[CH3:12][N:10]([CH2:9][C:5]1[O:6][C:7]([CH2:16][OH:17])=[CH:8][C:4]=1[CH2:3][O:2][CH3:1])[CH3:11]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 712FormaldehydeHCID 10340Sodium CarbonateHCID 20570903HCID 20570903, compound

Product 1

HCID 20570935HCID 20570935, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 3-methoxymethyl-N,N-dimethyl-2-furanmethanamine (7 g), acetic acid (60 ml), concentrated hydrochloric acid (30 ml) and paraformaldehyde (3.7 g) was stirred at ambient temperature for 5 hours. The mixture was basified with sodium carbonate, and extracted with diethyl ether (200 ml). The ethereal extract was dried over anhydrous sodium sulphate and the solvent evaporated in vacuo. The residue was distilled affording the title compound (3.5 g) as an off-white waxy solid, b.p. 90°/5×10-2 mm Hg.

Workup

  1. extractionextracted with diethyl ether (200 ml)
  2. extractionThe ethereal extract
  3. dry with materialwas dried over anhydrous sodium sulphate
  4. customthe solvent evaporated in vacuo
  5. distillationThe residue was distilled

Sources & evidence

ORD record
ord-ad5e4c1a2dab4a93a3671184f082878c
Source dataset
uspto-grants-1981_09
Patent number
US04288443

Reaction notes

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