Triethylamine → HCID 18625053, compound

HRID 861840Notes

Reaction equation

HRID 861840 reaction equation
[F:1][C:2]([F:26])([F:25])[C:3]([C:9]1[CH:14]=[CH:13][C:12]([C:15]([C:21]([F:24])([F:23])[F:22])([OH:20])[C:16]([F:19])([F:18])[F:17])=[CH:11][CH:10]=1)([OH:8])[C:4]([F:7])([F:6])[F:5].C(N(CC)CC)C.[CH3:34][S:35](Cl)(=[O:37])=[O:36]>C(Cl)Cl>[F:1][C:2]([F:25])([F:26])[C:3]([C:9]1[CH:14]=[CH:13][C:12]([C:15]([C:16]([F:17])([F:18])[F:19])([O:20][S:35]([CH3:34])(=[O:37])=[O:36])[C:21]([F:23])([F:22])[F:24])=[CH:11][CH:10]=1)([O:8][S:35]([CH3:34])(=[O:37])=[O:36])[C:4]([F:7])([F:6])[F:5]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 6310651,4-Bis(2-hydroxyhexafluoroisopropyl)benzene

Product 1

HCID 18625053HCID 18625053, compoundYield 56.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

4.1 g (10 mmol) of 1,4-bis-(2,2,2-trifluoro-1-hydroxy-1-trifluoromethylethyl)-benzene 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 48 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). 3.2 g of 1,4-bis-(2,2,2-trifluoro-1-methanesulfonyloxy-1-trifluoromethylethyl)-benzene were obtained (colorless crystals, m.p.: 151° C. [from diisopropyl ether]).

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)

Sources & evidence

ORD record
ord-cb5d43291b3a4b9ba14c01ce9d49dd6f
Source dataset
uspto-grants-1998_02
Patent number
US05716756

Reaction notes

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