Hexane → HCID 53241517, compound
Reaction equation
[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].[OH-].[K+].[CH3:9][N:10]([CH3:16])[CH2:11][CH:12]([OH:15])[CH2:13]O.CS([O:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29]/[CH:30]=[CH:31]\[CH2:32]/[CH:33]=[CH:34]\[CH2:35][CH2:36][CH2:37][CH2:38][CH3:39])(=O)=O>[Br-].C([N+](CCCC)(CCCC)CCCC)CCC.O>[CH2:22]([O:21][CH:11]([N:10]([CH3:16])[CH3:9])[CH:12]([O:15][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:22][CH2:23]/[CH:24]=[CH:25]\[CH2:26]/[CH:27]=[CH:28]\[CH2:29][CH2:30][CH2:31][CH2:32][CH3:33])[CH3:13])[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29]/[CH:30]=[CH:31]\[CH2:32]/[CH:33]=[CH:34]\[CH2:35][CH2:36][CH2:37][CH2:38][CH3:39]Participants
7
Procedure
In a nitrogen atmosphere, hexane (30 mL), potassium hydroxide (3.1 g, 54.4 mmol), water (0.6 g: 3 parts by weight relative to 100 parts by weight of hexane), and tetrabutylammonium bromide (0.04 g, 0.12 mmol: TBAB) were put into a four-necked flask, and 3-(dimethylamino)-1,2-propanediol (0.72 g, 6.04 mmol: DAP) was dropped under agitation. Thereafter, linoleyl methane sulfonate (5.0 g, 14.5 mmol) was added, and agitation was performed at room temperature for 11 hours. The reaction was terminated because remaining linoleyl methane sulfonate became 0.9% (degree of conversion: 65.0%, integrated value of isomer: 0.011).
Workup
- customThe reaction was terminated
Sources & evidence
- ORD record
- ord-12096e26ddf847e896b8a4308119c8ed
- Source dataset
- uspto-grants-2016_06
- Patent number
- US09371271B2
Reaction notes
Loading…