Triethyloxonium tetrafluoroborate → HCID 12254261, compound

HRID 1288297Notes

Reaction equation

HRID 1288297 reaction equation
[CH2:1]([O:11][C:12]1[CH:20]=[CH:19][CH:18]=[CH:17][C:13]=1[C:14]([NH2:16])=[O:15])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].[B-](F)(F)(F)F.[CH3:26][CH2:27][O+](CC)CC>C(Cl)Cl>[CH2:1]([O:11][C:12]1[CH:20]=[CH:19][CH:18]=[CH:17][C:13]=1[C:14](=[NH:16])[O:15][CH2:26][CH3:27])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10]

Participants

4

Reactant 2

HCID 2723982Triethyloxonium tetrafluoroborateHCID 12254268HCID 12254268, compound

Product 1

HCID 12254261HCID 12254261, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2-Decyloxybenzamide (38.4 g.) was added to a solution of triethyloxonium borofluoride (30 g.) in anhydrous methylene chloride (90 ml.), and the mixture allowed to stand at room temperature overnight. The solution was concentrated to about 30 ml., diluted with anhydrous diethyl ether (150 ml.), and filtered to give ethyl 2-decyloxybenzimidate borofluoride (45.5 g.), m.p. 93°-96° C., pure enough for use in the next stage. An aliquot was recrystallised from a mixture of anhydrous methylene chloride and anhydrous diethyl ether to give pure ethyl 2-decyloxybenzimidate borofluoride, m.p. 96.5°-98.5° C.

Workup

  1. concentrationThe solution was concentrated to about 30 ml
  2. addition, diluted with anhydrous diethyl ether (150 ml.)
  3. filtrationfiltered

Sources & evidence

ORD record
ord-c2aa0f436b9f45b8b7fb0ddfb94f22fa
Source dataset
uspto-grants-1976_10
Patent number
US03987160

Reaction notes

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