Water → HCID 57868875, compound

HRID 1692900Notes

Reaction equation

HRID 1692900 reaction equation
Cl.[NH:2]1[CH2:5][CH:4]([OH:6])[CH2:3]1.C(N(CC)C(C)C)(C)C.[CH:16]1([S:19](Cl)(=[O:21])=[O:20])[CH2:18][CH2:17]1.O>O1CCCC1>[CH:16]1([S:19]([N:2]2[CH2:5][CH:4]([OH:6])[CH2:3]2)(=[O:21])=[O:20])[CH2:18][CH2:17]1

Participants

6

Reactant 4

HCID 962WaterHCID 81531DiisopropylethylamineHCID 27592903-Hydroxyazetidine hydrochlorideHCID 2760919Cyclopropanesulfonyl chloride

Product 1

HCID 57868875HCID 57868875, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of azetidin-3-ol hydrochloride (1.00 g, 9.13 mmol) (purchased from Matrix) and N,N-diisopropylethylamine (4.77 mL, 27.4 mmol) in tetrahydrofuran (100 mL) at 0° C. was added cyclopropanesulfonyl chloride (0.930 mL, 9.13 mmol) and the reaction was stirred for 16 hours. Water was added and the product was extracted with ethyl acetate. The combined extracts were washed with 1N HCl, saturated sodium bicarbonate, and brine, dried over sodium sulfate, decanted and concentrated to afford a yellow oil used without further purification (1.04 g, 64%).

Workup

  1. extractionthe product was extracted with ethyl acetate
  2. washThe combined extracts were washed with 1N HCl, saturated sodium bicarbonate, and brine
  3. dry with materialdried over sodium sulfate
  4. customdecanted
  5. concentrationconcentrated
  6. customto afford a yellow oil
  7. customused without further purification (1.04 g, 64%)

Sources & evidence

ORD record
ord-ef9414b29c5b4946b6405b3491248786
Source dataset
uspto-grants-2012_04
Patent number
US08158616B2

Reaction notes

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