Methanesulfonyl chloride → 1,4-Dioxaspiro(4.5)decan-8-yl methanesulfonate

HRID 45017

Reaction equation

[O:1]1[C:5]2([CH2:10][CH2:9][CH:8]([OH:11])[CH2:7][CH2:6]2)[O:4][CH2:3][CH2:2]1.[CH3:12][S:13](Cl)(=[O:15])=[O:14]>C(Cl)(Cl)Cl>[CH3:12][S:13]([O:11][CH:8]1[CH2:9][CH2:10][C:5]2([O:4][CH2:3][CH2:2][O:1]2)[CH2:6][CH2:7]1)(=[O:15])=[O:14]

Participants

Conditions

Temperature: 0 °C

Procedure

1,4-Dioxaspiro[4.5]decan-8-ol (0.40 g, 0.0025 mol) was dissolved in chloroform (10.0 mL) and the resulting mixture was cooled at 0° C. To the mixture was added TEA (0.49 mL, 0.0035 mol) and methanesulfonyl chloride (0.23 mL, 0.0030 mol) and this mixture was stirred at 0° C. for 2 hours. The reaction was extracted with ethyl acetate and the organic extracts were washed with water, and saturated NaCl, then dried (MgSO4) and concentrated in vacuo. The crude product was used in the next reaction without further purification.

Workup

extractionThe reaction was extracted with ethyl acetate
washthe organic extracts were washed with water, and saturated NaCl
dry with materialdried (MgSO4)
concentrationconcentrated in vacuo
customThe crude product was used in the next reaction without further purification

Sources & evidence

ORD record: ord-45dd83f459924100b71bdeac030ad732
Source dataset: uspto-grants-2013_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08541425B2

Linked notes

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