Triethylamine → HCID 58168602, compound

HRID 446397Notes

Reaction equation

HRID 446397 reaction equation
[C:1]([O:4][CH2:5][CH2:6][C:7]1[S:8][CH:9]=[C:10]([CH2:12][CH2:13][OH:14])[CH:11]=1)(=[O:3])[CH3:2].C(N(CC)CC)C.[CH3:22][S:23](Cl)(=[O:25])=[O:24]>C(Cl)Cl>[C:1]([O:4][CH2:5][CH2:6][C:7]1[S:8][CH:9]=[C:10]([CH2:12][CH2:13][O:14][S:23]([CH3:22])(=[O:25])=[O:24])[CH:11]=1)(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 58168497HCID 58168497, compound2×

Product 1

HCID 58168602HCID 58168602, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Conditions

Temperature
20 °C

Procedure

A solution of 2-(4-(2-hydroxyethyl)thiophen-2-yl)ethyl acetate [Aromatic Intermediate 21, step b] (0.6 g) and triethylamine (0.47 mL) in DCM (30 mL) at 0° C. was treated dropwise over 20 minutes with a solution of methanesulphonyl chloride (0.24 mL) in DCM (3 mL). The mixture was stirred at 20° C. for 1 hour and then washed with water. The organic layer was dried, filtered and the solvent evaporated under reduced pressure to afford the titled compound. Yield 0.80 g.

Workup

  1. washwashed with water
  2. customThe organic layer was dried
  3. filtrationfiltered
  4. customthe solvent evaporated under reduced pressure

Sources & evidence

ORD record
ord-b49efd52a24842ce9f34236079bd81bb
Source dataset
uspto-grants-2013_07
Patent number
US08476265B2

Reaction notes

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