Ethanol → HCID 21886622, compound

HRID 723128Notes

Reaction equation

HRID 723128 reaction equation
Br[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][OH:8].[CH3:9][S:10]([OH:12])=[O:11].CCO.O>CO.C(Cl)Cl>[CH3:9][S:10]([CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][OH:8])(=[O:12])=[O:11]

Participants

6

Reactant 4

HCID 702EthanolHCID 962WaterHCID 779706-Bromo-1-hexanolHCID 87251Methanesulfinic acid

Product 1

HCID 21886622HCID 21886622, compoundYield 48%

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

The reaction was conducted following the procedure for Example 171: step a, using 6-bromo-hexan-1-ol (0.300 g, 1.660 mmol), methane sulfinic acid, (0.844 g, 8.280 mmol), EtOH [2 mL], H2O, [2 mL]. Chromatography of the residue (1%–5% MeOH/DCM) yielded the title compound (0.141 g 48%). 1H-NMR (CDCl3): δ 3.67 (t, 2H, J=6.2 Hz), 3.03 (t, 2H, J=8.0 Hz), 2.92 (s, 3H), 1.89 (m, 2H), 1.60 (m, 2H), 1.46 (m, 4H).

Sources & evidence

ORD record
ord-a7c76a7503f940ccafe10bb2ca780aee
Source dataset
uspto-grants-2006_11
Patent number
US07138530B2

Reaction notes

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