Triethylamine → HCID 23206165, compound

HRID 861841Notes

Reaction equation

HRID 861841 reaction equation
[F:1][C:2]([F:27])([F:26])[C:3]([C:9]1[CH:14]=[C:13]([C:15]([C:21]([F:24])([F:23])[F:22])([OH:20])[C:16]([F:19])([F:18])[F:17])[CH:12]=[CH:11][C:10]=1[CH3:25])([OH:8])[C:4]([F:7])([F:6])[F:5].C(N(CC)CC)C.[CH3:35][S:36](Cl)(=[O:38])=[O:37]>C(Cl)Cl>[F:1][C:2]([F:26])([F:27])[C:3]([C:9]1[CH:14]=[C:13]([C:15]([C:16]([F:17])([F:18])[F:19])([O:20][S:36]([CH3:35])(=[O:38])=[O:37])[C:21]([F:23])([F:22])[F:24])[CH:12]=[CH:11][C:10]=1[CH3:25])([O:8][S:36]([CH3:35])(=[O:38])=[O:37])[C:4]([F:7])([F:6])[F:5]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 19700276HCID 19700276, compound

Product 1

HCID 23206165HCID 23206165, compoundYield 50%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

4.25 g (10 mmol) of 2,4-bis-(2,2,2-trifluoro-1-hydroxy-1-trifluoromethylethyl)-toluene were dissolved in 50 ml of methylene chloride, and 2.5 g (25 mmol) of triethylamine were added. 2.86 g (25 mmol) of methanesulfonyl chloride were added dropwise at 5° to 10° C. The mixture was stirred for 16 hours at room temperature, separated off from the precipitated salt, washed with water, dried and evaporated down. The residue was chromatographed over a silica gel column with methylene chloride/n-hexane (1:1). After the eluate had been evaporated down, 2.9 g of 2,4- bis-(2,2,2-trifluoro-1-methanesulfonyloxy-1-trifluoromethylethyl)-toluene were obtained (colorless crystals, m.p.: 107° C.).

Workup

  1. customseparated off from the precipitated salt
  2. washwashed with water
  3. customdried
  4. customevaporated down
  5. customThe residue was chromatographed over a silica gel column with methylene chloride/n-hexane (1:1)
  6. customAfter the eluate had been evaporated down

Sources & evidence

ORD record
ord-0725eb0f89ba437ca015fe73678064ef
Source dataset
uspto-grants-1998_02
Patent number
US05716756

Reaction notes

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