Propanol, (dimethylamino)- → (+/-)-3-hexadecylthio-2-ethoxy-N,N-dimethyl-N-gamma-hydroxypropyl-1-propyl ammonium bromide
Reaction equation
[Br-].[CH2:2]([S:18][CH2:19][CH:20]([O:28][CH3:29])[CH2:21][N+:22]([CH3:27])([CH3:26])[CH2:23][CH2:24]O)[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17].C(SC[CH:48]([O:51]CC)C[Br:50])CCCCCCCCCCCCCCC.[CH3:54]N(C(O)CC)C>>[Br-:50].[CH2:2]([S:18][CH2:19][CH:20]([O:28][CH2:29][CH3:54])[CH2:21][N+:22]([CH3:27])([CH3:26])[CH2:23][CH2:24][CH2:48][OH:51])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17]Participants
4
Reactant 3
Product 1
Procedure
This product was prepared in an analogous manner to that of (±)-3-hexadecylthio-2-methoxy-N,N-dimethyl-N-β-hydroxyethyl-1-propyl ammonium bromide from 2.2 grams (0.005 mole) of (±)-1-hexadecylthio-2-ethoxy-3-bromopropane and 0.6 milliliter (0.006 mole) of N,N-dimethylaminopropanol to give 0.575 milligram (22%) of product, (mp 96°-98° Centigrade). 1H-NMR (CDCl3): delta, 0.87(t, 3H, terminal methyl), 1.2-1.6[m, 31H, (CH2)14, CH3 --CH2 --O], 2.2(m, 2H, N--CH2 --CH2 --CH2), 2.58(m, 2H, S--CH2), 2.7-2.9(m, 2H, CH2 --S), 3.48[s, 6H, N(CH3)2 ], 3.9-4.3(m, 9H, CH3CH2OCH, CH2 --N--CH2 --CH2 --CH2 --OH). Anal. (C26H56NO2SBr) C,H,N.
Sources & evidence
- ORD record
- ord-7eb7e591242541178f0a49ee9a4338c0
- Source dataset
- uspto-grants-1997_03
- Patent number
- US05614548
Reaction notes
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