7-Bromo-1-heptene → n-Methylhept-5-en-1-amine tosylate salt

HRID 925917Notes

Reaction equation

HRID 925917 reaction equation
Br[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH:7]=[CH2:8].[S:9]([C:13]1[CH:19]=[CH:18][C:16]([CH3:17])=[CH:15][CH:14]=1)([OH:12])(=[O:11])=[O:10].[CH3:20][NH:21]CCCCC=C>>[S:9]([C:13]1[CH:19]=[CH:18][C:16]([CH3:17])=[CH:15][CH:14]=1)([OH:12])(=[O:11])=[O:10].[CH3:20][NH:21][CH2:2][CH2:3][CH2:4][CH2:5][CH:6]=[CH:7][CH3:8]

Participants

3

Reactant 2

HCID 5244507-Bromo-1-hepteneHCID 46737741N-methylhex-5-en-1-amine 4-methylbenzenesulfonate

Product 1

HCID 131729112n-Methylhept-5-en-1-amine tosylate salt

Procedure

N-Methylhept-5-en-1-amine tosylate salt 31b was synthesized from 7-bromo-heptene, according to the procedure as described for compound 31a, as a white solid 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), 1.99 (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 (br s, 2H).

Sources & evidence

ORD record
ord-22256e22d95a436c90ab78d2893a3ae0
Source dataset
uspto-grants-2016_03
Patent number
US09284307B2

Reaction notes

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