Dimethylamine → (1R,2R)-N1,N1-Dimethylcyclohexane-1,2-diamine

A solution of the benzylamino compound is hydrogenated in two batches, each containing 30.5 g. (0.131 mole), 175 ml. EtOH, 3.4 g Pd-C and 56.5 g. (0.394 mole) of 70% HClO4, at initial pressure of 51.5 p.s.i. for 19 hours. The two reduced batches are combined, filtered through Celite, and evaporated in vacuo at 45°. The residue is cooled in ice, basified with 40% KOH to pH 11. The resulting thick suspension is extracted with ether (5 × 200 ml.), the ether extract dried (MgSO4) and evaporated through a 9" Vigreux. The residue is distilled at 13 mm to give 32.5 g. (87% yield), b.p. 77°-78.5°. ir and nmr are identical to those of the sample prepared by the reaction of 7-azabicyclo[4.1.0]heptane with dimethylamine (Procedure I, Part C).

1. filtrationfiltered through Celite
2. customevaporated in vacuo at 45°
3. temperatureThe residue is cooled in ice
4. extractionThe resulting thick suspension is extracted with ether (5 × 200 ml.)
5. extractionthe ether extract
6. dry with materialdried (MgSO4)
7. customevaporated through a 9" Vigreux
8. distillationThe residue is distilled at 13 mm
9. customto give 32.5 g

ORDレコード

ord-54680085629644229891d96f24710c80

出典データセット

uspto-grants-1979_03

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US04145435