Formic Acid → HCID 21409886, compound

HRID 1283528Notes

Reaction equation

HRID 1283528 reaction equation
CC(OCC1C2C(=CC=CC=2)C(COC(C)=O)=C2C=1C=CC=C2)=O.[CH3:25][NH:26][CH2:27][C:28]1([N:34]([CH3:36])[CH3:35])[CH2:33][CH2:32][CH2:31][CH2:30][CH2:29]1.[CH:37]([OH:39])=O>>[CH:37]([N:26]([CH3:25])[CH2:27][C:28]1([N:34]([CH3:36])[CH3:35])[CH2:33][CH2:32][CH2:31][CH2:30][CH2:29]1)=[O:39]

Participants

4

Reactant 3

HCID 284Formic Acid2×HCID 613145Acetic acid 10-acetoxymethyl-anthracen-9-ylmethyl esterHCID 21409873HCID 21409873, compound

Product 1

HCID 21409886HCID 21409886, compoundYield 77.7%

Procedure

Formic acid (6.9 g, 0.15 mole) and acetic anhyride (15.3 g, 0.15 mole) were mixed without cooling and kept at room temperature for 1 hr. 1-methylaminomethylcyclohexyldimethylamine (5.9 g, 0.034 mole) was dissolved in formic acid (12 ml) and the formylating mixture (16 ml) added slowly. This produced vigorous effervescence and a temperature rise to 75°. The mixture was then left at room temperature for 2 hr. and then heated on a water bath at 55° for 0.75 hr. The solvents were removed under reduced pressure to give an amber oil (5.32 g, 77.7%) which crystallised as colourless prisms of 1-(N-formyl-1-methylaminomethyl) cyclohexyldimethylamine from light petroleum (b.p. 60°-80°), m.p. 59°-60°.

Workup

  1. temperaturewithout cooling
  2. customto 75°
  3. waitThe mixture was then left at room temperature for 2 hr
  4. temperatureand then heated on a water bath at 55° for 0.75 hr
  5. customThe solvents were removed under reduced pressure

Sources & evidence

ORD record
ord-d53d2687bb974976a7925dea0fdbe104
Source dataset
uspto-grants-1976_08
Patent number
US03975443

Reaction notes

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