Triethylamine → HCID 59762617, compound

HRID 1367619Notes

Reaction equation

HRID 1367619 reaction equation
[F:1][C:2]([F:13])([F:12])[C:3]([N:5]([CH2:9][CH2:10][OH:11])[CH2:6][CH2:7][OH:8])=[O:4].C(N(CC)CC)C.[CH3:21][S:22](Cl)(=[O:24])=[O:23]>C1COCC1>[CH3:21][S:22]([O:11][CH2:10][CH2:9][N:5]([C:3](=[O:4])[C:2]([F:12])([F:13])[F:1])[CH2:6][CH2:7][O:8][S:22]([CH3:21])(=[O:24])=[O:23])(=[O:24])=[O:23]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 1925938HCID 1925938, compound

Product 1

HCID 59762617HCID 59762617, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
7.5 °C

Procedure

Trifluoro-N,N-bis-(2-hydroxy-ethyl)-acetamide (2.01 g, 10 mmol) of in THF (12 mL) was cooled to ice bath temperature. Triethylamine (20.1 mol, 2.3 g=1.56 mol) was added between 5-10° C. Methanesulphonyl chloride was then added to the reaction mixture at a temperature between 5-10° C. The reaction mixture was stirred for 1 h at 5-10° C. and then allowed to warm to ambient temperature overnight. The resulting precipitated solids were filtered off and the reaction flask was rinsed with THF (2×10 mL portions), then filtered. The filtrate was concentrated to yield the title compound as a clear thick oil.

Workup

  1. temperatureto warm to ambient temperature overnight
  2. customThe resulting precipitated solids
  3. filtrationwere filtered off
  4. washthe reaction flask was rinsed with THF (2×10 mL portions)
  5. filtrationfiltered
  6. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-0509de0425b942aab3d0a030929e391f
Source dataset
uspto-grants-2011_02
Patent number
US07893257B2

Reaction notes

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