Triethylamine → HCID 14708019, compound

HRID 861839Notes

Reaction equation

HRID 861839 reaction equation
[F:1][C:2]([F:43])([F:42])[C:3]([C:25]1[CH:30]=[CH:29][C:28]([CH3:31])=[C:27]([C:32]([OH:41])([C:37]([F:40])([F:39])[F:38])[C:33]([F:36])([F:35])[F:34])[CH:26]=1)([C:8]1[CH:13]=[CH:12][C:11]([CH3:14])=[C:10]([C:15]([C:21]([F:24])([F:23])[F:22])([OH:20])[C:16]([F:19])([F:18])[F:17])[CH:9]=1)[C:4]([F:7])([F:6])[F:5].C(N(CC)CC)C.[CH3:51][S:52](Cl)(=[O:54])=[O:53]>C(Cl)Cl>[F:1][C:2]([F:42])([F:43])[C:3]([C:25]1[CH:30]=[CH:29][C:28]([CH3:31])=[C:27]([C:32]([O:41][S:52]([CH3:51])(=[O:54])=[O:53])([C:37]([F:38])([F:39])[F:40])[C:33]([F:36])([F:35])[F:34])[CH:26]=1)([C:8]1[CH:13]=[CH:12][C:11]([CH3:14])=[C:10]([C:15]([C:16]([F:18])([F:17])[F:19])([O:20][S:52]([CH3:51])(=[O:54])=[O:53])[C:21]([F:22])([F:23])[F:24])[CH:9]=1)[C:4]([F:7])([F:6])[F:5]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 14708013HCID 14708013, compound

Product 1

HCID 14708019HCID 14708019, compoundYield 73.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

10.1 g (15.2 mmol) of 1,1,1,3,3,3-hexafluoro-2,2-bis-[4-methyl-3-(2,2,2-trifluoro-1-hydroxy-1-trifluoromethyl-ethyl)-phenyl]-propane were dissolved in 50 ml of methylene chloride, and 3.4 g (33 mmol) of triethylamine were added at 0° C. 4.0 g (34.7 mmol) of methanesulfonyl chloride in 20 ml of methylene chloride were added dropwise at 0° to 5° C. The mixture was stirred for 24 hours at room temperature, separated off from the precipitated salt, washed with water, dried and evaporated down. The oily residue was recrystallized. 9.2 g of 1,1,1,3,3,3-hexafluoro-2,2-bis-[4-methyl-3-(2,2,2-trifluoro-1-methanesulfonyloxy-1-trifluoromethyl-ethyl)-phenyl]-propane were obtained (colorless crystals, m.p.: 135° C. [from toluene]).

Workup

  1. customseparated off from the precipitated salt
  2. washwashed with water
  3. customdried
  4. customevaporated down
  5. customThe oily residue was recrystallized

Sources & evidence

ORD record
ord-1535ebff465b4de7bfa93ea22c4f93d4
Source dataset
uspto-grants-1998_02
Patent number
US05716756

Reaction notes

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