1-Bromohexadecane → HCID 22410881, compound

HRID 440199Notes

Reaction equation

HRID 440199 reaction equation
Br[CH2:2][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:18]1(C)[CH:23]=[CH:22][C:21]([S:24]([O-:26])=[O:25])=[CH:20][CH:19]=1.[Na+].Cl[CH2:30]Cl.C(OCC)(=O)C>>[C:20]1([CH3:30])[CH:19]=[CH:18][CH:23]=[CH:22][C:21]=1[S:24]([CH2:2][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])(=[O:25])=[O:26]

Participants

4

Reactant 3

HCID 82131-BromohexadecaneHCID 2723791Sodium p-toluenesulfinateHCID 21226138Dichloromethane ethylacetate

Product 1

HCID 22410881HCID 22410881, compoundYield 94%

Procedure

As in Example 2a, 9.15 g (30 mmol) of 1-bromohexadecane and 5.88 g (33 mmol) of sodium p-toluenesulfinate (anhydrous) are reacted. After chromatography on a short silica gel column (dichloromethane/ethyl acetate 10:1) 10.7 g (94%) of 5a are obtained.

Sources & evidence

ORD record
ord-b8caef18c452483f952103842cf5d708
Source dataset
uspto-grants-1996_05
Patent number
US05517350

Reaction notes

Loading…