7-Bromooct-1-ene → n-Methyloct-5-en-1-amine tosylate salt
Reaction equation
Br[CH:2]([CH3:9])[CH2:3][CH2:4][CH2:5][CH2:6][CH:7]=[CH2:8].[S:10]([C:14]1[CH:20]=[CH:19][C:17]([CH3:18])=[CH:16][CH:15]=1)([OH:13])(=[O:12])=[O:11].[CH3:21][NH:22]CCCCC=C>>[S:10]([C:14]1[CH:20]=[CH:19][C:17]([CH3:18])=[CH:16][CH:15]=1)([OH:13])(=[O:12])=[O:11].[CH3:21][NH:22][CH2:9][CH2:2][CH2:3][CH2:4][CH:5]=[CH:6][CH2:7][CH3:8]Participants
3
Procedure
N-Methyloct-5-en-1-amine tosylate salt 31c was synthesized from 7-bromo-octene, according to the procedure as described for compound 31a, as a white powder in quantitative yield. 1H NMR (CDCl3, 400 MHz) δ 1.38 (q, J=7.76 Hz, 2H), 1.71 (q, J=7.76 Hz, 2H), 1.80 (q, J=6.98 Hz, 2H), 1.90 (q, J=6.9 Hz, 2H), 1.99 (q, J=6.98 Hz, 2H), 2.38 (s, 3H), 2.70 (t, J=5.17 Hz, 3H), 2.87-2.93 (m, 2H), 4.92-4.99 (m, 2H), 5.67-5.73 (m, 1H), 7.20 (d, J=7.76 Hz, 2H), 7.75 (d, J=7.76 Hz, 2H), 8.62 (brs, 2H).
Sources & evidence
- ORD record
- ord-2a976d3e45c3493a930969cc6c4ebba7
- Source dataset
- uspto-grants-2016_03
- DOI