Triethylamine → HCID 86661654, compound

HRID 911449Notes

Reaction equation

HRID 911449 reaction equation
[F:1][C:2]([F:12])([F:11])[C:3]([C:7]([F:10])([F:9])[F:8])([CH3:6])[CH2:4][OH:5].C(N(CC)CC)C.[CH3:20][S:21](Cl)(=[O:23])=[O:22]>C(Cl)Cl.O>[F:1][C:2]([F:11])([F:12])[C:3]([CH3:6])([C:7]([F:9])([F:8])[F:10])[CH2:4][O:5][S:21]([CH3:20])(=[O:23])=[O:22]

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 27361852,2-Bis(trifluoromethyl)propanol

Product 1

HCID 86661654HCID 86661654, compoundYield 101.7%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent

Procedure

To 2,2-bis(trifluoromethyl)propanol (4.34 g, 22.1 mmol) in DCM (100 mL) at 0° C. add with stirring triethylamine (6.2 mL, 44 mmol) followed by methanesulfonyl chloride (2.6 mL, 33 mmol). After 15 min at 0° C. dilute with water and extract three times with EtOAc. Dry over anhydrous Na2SO4 and concentrate in vacuo to give the crude desired intermediate as a yellow oil (6.16 g, 100%).

Workup

  1. extractionextract three times with EtOAc
  2. dry with materialDry over anhydrous Na2SO4
  3. concentrationconcentrate in vacuo

Sources & evidence

ORD record
ord-14d2939c140f4b5e808ef25b54d4d027
Source dataset
uspto-grants-2011_09
Patent number
US08022062B2

Reaction notes

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