Formic Acid → HCID 12926537, compound

HRID 867921Notes

Reaction equation

HRID 867921 reaction equation
[CH3:1][C:2]1[CH:6]=[CH:5][S:4][C:3]=1[CH:7]=O.C(O)=O.C([N:14]1[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1)=O.Cl>O>[CH3:1][C:2]1[CH:6]=[CH:5][S:4][C:3]=1[CH2:7][N:14]1[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1

Participants

6

Reactant 4

HCID 284Formic AcidHCID 313Hydrochloric AcidHCID 174291-PiperidinecarboxaldehydeHCID 799113-Methyl-2-thiophenecarboxaldehyde

Product 1

HCID 12926537HCID 12926537, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 3-methyl-2-thiophenecarboxaldehyde (20 g), formic acid (6 ml) and N-formyl piperidine (44.4 ml) was heated under reflux for 12 h. Water (50 ml) and 2M hydrochloric acid (30 ml) were added; and the aqueous solution was washed with ether. The solution was basified to pH 10 with 2M sodium hydroxide (30 ml) and extracted with ether. The organic extract ws evaporated to give a brown oil which was distilled to afford the title compound as a colourless oil (11.8 g) b.p. 70°/0.4 mm.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 12 h
  3. washand the aqueous solution was washed with ether
  4. extractionextracted with ether
  5. extractionThe organic extract ws
  6. customevaporated
  7. customto give a brown oil which
  8. distillationwas distilled

Sources & evidence

ORD record
ord-6a46d60a0e0e4096b325562775828232
Source dataset
uspto-grants-1988_10
Patent number
US04777179

Reaction notes

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