Ethanol → HCID 21886613, compound

HRID 723129Notes

Reaction equation

HRID 723129 reaction equation
Br[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][Cl:7].[CH3:8][S:9]([OH:11])=[O:10].CCO.O>CO.C(Cl)Cl>[Cl:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][S:9]([CH3:8])(=[O:11])=[O:10]

Participants

6

Reactant 4

HCID 702EthanolHCID 962WaterHCID 87251Methanesulfinic acidHCID 960701-Bromo-5-chloropentane

Product 1

HCID 21886613HCID 21886613, compoundYield 53.6%

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

The reaction was conducted following the procedure for Example 171: step a, using 1-bromo-5-chloro-pentane (0.400 g, 2.150 mmol), methane sulfinic acid, (1.090 g, 10.75 mmol), EtOH [3 mL], H2O, [3 mL]. Chromatography of the residue (0%–25% MeOH/DCM) yielded the title compound (0.213 g 53%). 1H-NMR (CDCl3): δ 3.55 (t, 2H, J=6.3 Hz), 3.03 (t, 2H, J=8.0 Hz), 2.91 (s, 3H), 1.85 (m, 4H), 1.63 (m, 2H)

Sources & evidence

ORD record
ord-8f3e90e6a2034d30910c7b3ecb17a1d2
Source dataset
uspto-grants-2006_11
Patent number
US07138530B2

Reaction notes

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