Triethylamine → HCID 86597951, compound

HRID 349795Notes

Reaction equation

HRID 349795 reaction equation
[CH2:1]([C@@H:3]([CH2:6][CH2:7][CH3:8])[CH2:4][OH:5])[CH3:2].CCN(CC)CC.[CH3:16][S:17](Cl)(=[O:19])=[O:18]>C(Cl)Cl>[CH2:1]([C@@H:3]([CH2:6][CH2:7][CH3:8])[CH2:4][O:5][S:17]([CH3:16])(=[O:19])=[O:18])[CH3:2]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 86597952HCID 86597952, compound

Product 1

HCID 86597951HCID 86597951, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a −10° C. stirred solution of (S)-2-ethyl-pentan-1-ol (1.30 g, 11.2 mmol) in dry CH2Cl2 (35 mL) was added Et3N (2.33 mL, 16.8 mmol). The reaction was stirred at this temperature for 15 minutes and methansulfonyl chloride (0.952 mL, 12.3 mmol) was added. The reaction was allowed to warm to room temperature overnight with good stirring. The reaction was washed with 1N HCl (3×30 mL), sat. NaHCO3 (3×30 mL), and brine (2×30 mL). The organic phase was dried over MgSO4, filtered and concentrated under reduced pressure to give a quantitative yield of crude product.

Workup

  1. washThe reaction was washed with 1N HCl (3×30 mL), sat. NaHCO3 (3×30 mL), and brine (2×30 mL)
  2. dry with materialThe organic phase was dried over MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-5d3d2d981c9046879862d09193985801
Source dataset
uspto-grants-2007_02
Patent number
US07179934B2

Reaction notes

Loading…