Benzylamine → HCID 23298428, compound

HRID 1953553Notes

Reaction equation

HRID 1953553 reaction equation
[N+:1]([C:4]1[CH:13]=[C:12]2[C:7]([CH2:8][CH2:9][CH2:10][C:11]2=O)=[CH:6][CH:5]=1)([O-:3])=[O:2].[CH2:15]([NH2:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.C([BH3-])#N.[Na+]>C(O)C.CC(C)[O-].[Ti+4].CC(C)[O-].CC(C)[O-].CC(C)[O-]>[N+:1]([C:4]1[CH:13]=[C:12]2[C:7]([CH2:8][CH2:9][CH2:10][CH:11]2[NH:22][CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[CH:6][CH:5]=1)([O-:3])=[O:2]

Participants

6

Reactant 3

HCID 7504BenzylamineHCID 384457-Nitro-1-tetraloneHCID 5003444Sodium cyanoborohydride

Product 1

HCID 23298428HCID 23298428, compound

Reagents, catalysts & solvents 2

HCID 11026Titanium isopropoxideCatalystHCID 702EthanolSolvent

Procedure

7-Nitro-1-tetralone (2.0 g, 10.5 mmol), benzylamine (1.2 ml, 10.5 mmol) and titanium isopropoxide (3.9 ml, 13.1 mmol) were combined and stirred for 1 hr. The mixture was diluted with absolute ethanol (12 ml), treated with sodium cyanoborohydride (0.44 g, 7.0 mmol) and allowed to stir for 20 hr. The solids were filtered and washed with ethanol. The ethanol was concentrated and the remaining oil used immediately in the next reaction: M.S. (M+H)+ =283.

Workup

  1. stirringto stir for 20 hr
  2. filtrationThe solids were filtered
  3. washwashed with ethanol
  4. concentrationThe ethanol was concentrated
  5. customthe remaining oil used immediately in the next reaction

Sources & evidence

ORD record
ord-d080cb11ecd649b4a57bb2236e80659e
Source dataset
uspto-grants-2000_09
Patent number
US06117898

Reaction notes

Loading…