Water → 3-Methoxypropyl methanesulfonate

Methanesulphonyl chloride (1.75 ml, 22 mmol) was added to a solution of 3-methoxy-1-propanol (1.81 g, 20 mmol) and triethylamine (3.35 ml, 24 mmol) in DCM (40 ml) cooled in an ice bath and the mixture stirred at ambient temperature for 18 hours. DCM (25 ml) and water (50 ml) were added and the phases separated and the aqueous layer was extracted with DCM (25 ml). The extracts were combined, washed with water (50 ml) and brine (50 ml), dried (Chemelut column CE1010) and evaporated to give the title compound 3.25 g (97%) as a pale yellow oil. NMR 2.00 (m, 2H), 3.01 (s, 3H), 3.35 (s, 3H), 3.49 (t, 2H), 4.38 (t, 2H).

1. temperaturecooled in an ice bath
2. customthe phases separated
3. extractionthe aqueous layer was extracted with DCM (25 ml)
4. washwashed with water (50 ml) and brine (50 ml)
5. dry with materialdried (Chemelut column CE1010)
6. customevaporated

ORD record

ord-32664888bc4844b79042b075aefd7170

Source dataset

uspto-grants-2005_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06969714B2