Triethylamine → (2R)-Butan-2-YL methanesulfonate

HRID 734339

Reaction equation

HRID 734339 reaction equation
[CH3:1][C@@H:2]([OH:5])[CH2:3][CH3:4].CCN(CC)CC.[CH3:13][S:14](Cl)(=[O:16])=[O:15]>C(Cl)Cl>[CH3:13][S:14]([O:5][C@H:2]([CH3:1])[CH2:3][CH3:4])(=[O:16])=[O:15]

Participants

5

Procedure

An ice cold solution of (R)-2-butanol (888 mg) in DCM (15 ml) was treated with Et3N (1.26 ml) and followed by dropwise addition of methanesulfonyl chloride (0.52 ml). After 1 h the solution was washed with saturated sodium hydrogen carbonate solution (5 ml), water (2×5 ml), brine (5 ml), dried (MgSO4) and evaporated to give the title compound (D33)(0.9 g). 1H NMR δ (CDCl3): 4.74 (1H, m), 3.00 (3H, s), 1.67 (2H, m), 1.41 (1H, d, J=6.5 Hz), 0.99 (3H, t, J=7.5 Hz).

Workup

  1. washAfter 1 h the solution was washed with saturated sodium hydrogen carbonate solution (5 ml), water (2×5 ml), brine (5 ml)
  2. dry with materialdried (MgSO4)
  3. customevaporated

Sources & evidence

ORD record
ord-d6b3f2d6230d4b7ab0d2d0bddc720245
Source dataset
uspto-grants-2009_09
Patent number
US07592347B2

Linked notes

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