Isopropanol → HCID 11076432, compound

HRID 1379296Notes

Reaction equation

HRID 1379296 reaction equation
[F:1][C:2]([F:14])([F:13])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[S:9](Cl)(=[O:11])=[O:10].[CH:15]([OH:18])([CH3:17])[CH3:16].C(N(CC)CC)C.S(Cl)(Cl)(=O)=O>CN(C)C1C=CN=CC=1.C(Cl)Cl.CCOCC>[F:1][C:2]([F:14])([F:13])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[S:9]([O:18][CH:15]([CH3:17])[CH3:16])(=[O:11])=[O:10]

Participants

8

Reactant 4

HCID 3776IsopropanolHCID 8471TriethylamineHCID 24648Sulfuryl chlorideHCID 1366162-Trifluoromethylbenzenesulphonyl chloride

Product 1

HCID 11076432HCID 11076432, compoundYield 86.8%

Reagents, catalysts & solvents 3

HCID 142844-(Dimethylamino)pyridineCatalystHCID 3283Diethyl EtherSolventHCID 6344DichloromethaneSolvent2×

Procedure

A solution of 6.2 g of 2-trifluoromethylbenzenesulfonyl chloride and 0.3 g of 4-dimethylaminopyridine in 30 mL of methylene chloride was cooled to 5° C. A solution of 2.2 g isopropanol and 3.7 g of triethylamine in 20 mL of methylene chloride was prepared and added dropwise to the solution of the sulfonyl chloride. The reaction mixture was returned to room temperature and allowed to stir for 3 hours. The mixture was treated with 200 mL of ether and washed with 60 mL of water. After removal of solvent in vacuo, 5.9 g of isopropyl 2-trifluoromethylbenzenesulfonate was isolated.

Workup

  1. customwas returned to room temperature
  2. washwashed with 60 mL of water
  3. customAfter removal of solvent in vacuo

Sources & evidence

ORD record
ord-49cc68eae0684ea7884d4e63be3eed9b
Source dataset
uspto-grants-1997_09
Patent number
US05670691

Reaction notes

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