Triethylamine → HCID 12461091, compound

HRID 339765Notes

Reaction equation

HRID 339765 reaction equation
[CH2:1]1[O:3][C@H:2]1[CH2:4][OH:5].C(N(CC)CC)C.[CH3:13][S:14](Cl)(=[O:16])=[O:15]>CN(C=O)C>[CH3:13][S:14]([O:5][CH2:4][C@@H:2]1[O:3][CH2:1]1)(=[O:16])=[O:15]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 6973630(-)-Glycidol

Product 1

HCID 12461091HCID 12461091, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

A solution of (S)-(−)-glycidol (8.6 mL, 130 mmol) and triethylamine (36.2 mL, 260 mmol, 2.0 equiv.) in DMF (250 mL) was cooled over an ice bath and methanesulfonyl chloride (10.1 mL, 130 mmol, 1.0 equiv.) was added dropwise. The mixture was stirred for 1.5 hr at room temperature affording a 0.47 M solution of (R)-glycidyl methanesulfonate in DMF, which was used without further purification.

Sources & evidence

ORD record
ord-2f9adc3493324321b07976fe9d19e93a
Source dataset
uspto-grants-2014_11
Patent number
US08895549B2

Reaction notes

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