Ethyl formate → HCID 53664542, compound

HRID 2198426Notes

Reaction equation

HRID 2198426 reaction equation
[NH2:1][CH2:2][CH:3]1[CH2:11][CH:10]2[CH:5]3[CH2:6][CH:7]4[CH:9]2[CH:8]4[CH:4]13.[CH:12](OCC)=[O:13]>>[CH:12]([NH:1][CH2:2][CH:3]1[CH2:11][CH:10]2[CH:5]3[CH2:6][CH:7]4[CH:9]2[CH:8]4[CH:4]13)=[O:13]

Participants

3

Reactant 2

HCID 8025Ethyl formateHCID 54395797HCID 54395797, compound

Product 1

HCID 53664542HCID 53664542, compound

Procedure

8-Aminomethyltetracyclo[4,3,0,02,4,03,7 ]nonane (1.1 g.) was heated under reflux for 16 hours with ethyl formate. The solvent was removed in vacuo and the residue chromatographed on silica gel with ethyl acetate as eluant to give 8-(N-formylaminomethyl)tetracyclo[4,3,0,02,4,03,7 ]nonane. This product was reduced in ether solution with lithium aluminium hydride as in previous Examples and the resulting amine precipitated as its hydrochloride. There was thus obtained 8-(N-methylaminomethyl)tetracyclo[4,3,0,02,4,03,7 ]nonane hydrochloride, m.p. 225°-226° C.

Workup

  1. customThe solvent was removed in vacuo
  2. customthe residue chromatographed on silica gel with ethyl acetate as eluant

Sources & evidence

ORD record
ord-93271e51552e49fb8cd865ad02e4afe5
Source dataset
uspto-grants-1982_11
Patent number
US04357352

Reaction notes

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