Cyclohexylamine → HCID 11480703, compound

A solution of cyclohexylamine (34.3 ml) and diazobicycloundecene (DBU, 44.8 ml) in dry tetrahydrofuran (500 ml) under a nitrogen atmosphere was cooled to 0° C. and was treated dropwise with a solution of methyl bromoacetate (28.4 ml) in tetrahydrofuran (50 ml). After stirring at room temperature overnight, the mixture was filtered to remove precipitated DBU-hydrobromide and the solvent evaporated. The resulting residue was dissolved in ether (200 ml), washed with water (2×100 ml), and brine (2×100 ml). The organic extract was dried, filtered and evaporated. Fractional distillation provided 21.1 g., b.p. 160°-170° C. (0.2 mm).

1. filtrationthe mixture was filtered
2. customto remove
3. customprecipitated DBU-hydrobromide
4. customthe solvent evaporated
5. dissolutionThe resulting residue was dissolved in ether (200 ml)
6. washwashed with water (2×100 ml), and brine (2×100 ml)
7. extractionThe organic extract
8. customwas dried
9. filtrationfiltered
10. customevaporated
11. distillationFractional distillation
12. customprovided 21.1 g

ORD record

ord-7a9555b03b2946ad8885c04e5af61013

Source dataset

uspto-grants-1987_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04690925