Triethyloxonium tetrafluoroborate → HCID 21504456, compound

HRID 1288302Notes

Reaction equation

HRID 1288302 reaction equation
[B-](F)(F)(F)F.[CH3:6][CH2:7][O+](CC)CC.[CH3:13][C:14]1[CH:15]=[CH:16][C:17]([O:23][CH2:24][CH2:25][CH3:26])=[C:18]([CH:22]=1)[C:19]([NH2:21])=[O:20]>C(Cl)Cl>[CH3:13][C:14]1[CH:15]=[CH:16][C:17]([O:23][CH2:24][CH2:25][CH3:26])=[C:18]([CH:22]=1)[C:19](=[NH:21])[O:20][CH2:6][CH3:7]

Participants

4

Reactant 2

HCID 2723982Triethyloxonium tetrafluoroborateHCID 21504402HCID 21504402, compound

Product 1

HCID 21504456HCID 21504456, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of triethyloxonium borofluoride (34 g.) in anhydrous methylene chloride (90 ml.) was added during 5 minutes to a solution of crude 5-methyl-2-propoxybenzamide (34.5 g.) in anhydrous methylene chloride (300 ml.), and the solution was left to stand at room temperature overnight. The solution was concentrated to about 150 ml. and then diluted with anhydrous diethyl ether (500 ml.). The precipitated solid was filtered off and washed with anhydrous diethyl ether to give crude ethyl 5-methyl-2-propoxybenzimidate borofluoride (47 g.), m.p. 148°-150° C.

Workup

  1. waitthe solution was left
  2. concentrationThe solution was concentrated to about 150 ml
  3. additionand then diluted with anhydrous diethyl ether (500 ml.)
  4. filtrationThe precipitated solid was filtered off
  5. washwashed with anhydrous diethyl ether

Sources & evidence

ORD record
ord-14e661f14f1a4f018e2e693abc0894ef
Source dataset
uspto-grants-1976_10
Patent number
US03987160

Reaction notes

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