Triethylamine → HCID 86597951, compound

HRID 132615Notes

Reaction equation

HRID 132615 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-f68d0fba249f4844802875c4ca664716
Source dataset
uspto-grants-2008_06
Patent number
US07388023B2

Reaction notes

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