Triethyloxonium tetrafluoroborate → HCID 15510221, compound

HRID 2184172Notes

Reaction equation

HRID 2184172 reaction equation
[CH:1]([C@H:4]1[CH2:8][O:7][C:6]([CH3:9])=[N:5]1)([CH3:3])[CH3:2].[B-:10]([F:14])([F:13])([F:12])[F:11].[CH3:15]C[O+](CC)CC>ClCCl>[F:11][B-:10]([F:14])([F:13])[F:12].[CH:1]([C@H:4]1[CH2:8][O:7][C:6]([CH3:9])=[N+:5]1[CH3:15])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 2723982Triethyloxonium tetrafluoroborateHCID 69323254-(S)-isopropyl-2-methyloxazoline

Product 1

HCID 15510221HCID 15510221, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
-20 °C

Procedure

15 g (0.12 mol) 4-(S)-isopropyl-2-methyloxazoline are dissolved in 50 ml dichloromethane and cooled to −20° C. 18 g (0.122 mol) Meerwein's reagent are added portionwise. The reaction mixture is stirred for 2 h at room temperature after addition is completed. The solvent is removed under vacuum and the residue is washed with diethyl ether. The yield of 4-(S)-isopropyl-2,3-dimethyl-oxazoliniumtetrafluoroborate is 27 g. The enantiomer excess in the product is >95%.

Workup

  1. additionafter addition
  2. customThe solvent is removed under vacuum
  3. washthe residue is washed with diethyl ether

Sources & evidence

ORD record
ord-afee88d60422417280c786b99bf2cf5e
Source dataset
uspto-grants-2005_05
Patent number
US06900313B2

Reaction notes

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