Triethyloxonium tetrafluoroborate → HCID 21200268, compound

HRID 1066497Notes

Reaction equation

HRID 1066497 reaction equation
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([CH:15]=[CH:16][CH:17]=1)[C:12]([NH2:14])=[O:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[F:18][B-:19]([F:22])([F:21])[F:20].[CH2:23]([O+](CC)CC)[CH3:24].C(Cl)Cl.CO>C(Cl)Cl>[F:18][B-:19]([F:22])([F:21])[F:20].[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([CH:15]=[CH:16][CH:17]=1)[C:12](=[NH:14])[O:13][CH2:23][CH3:24])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 2723982Triethyloxonium tetrafluoroborateHCID 6461349HCID 6461349, compoundHCID 21226129Dichloromethane methanol

Product 1

HCID 21200268HCID 21200268, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

Under an atmosphere of argon 11.36 g of 3-benzyloxybenzamide were suspended in CH2Cl2 (200 ml) and 9.5 g triethyloxonium fluoroborate in CH2Cl2 (100 ml) were added dropwise on ice cooling. The reaction mixture was then stirred further 20 h at RT until completion of reaction according to TLC analysis (CH2Cl2/MeOH: 15/1). The solid which had formed was filtered off, washed with ether to give the desired ethyl m-benzyloxybenzimidate tetrafluoroborate as white crystals, mp 152°-154° C., which was used without further purification in the next step.

Workup

  1. customThe solid which had formed
  2. filtrationwas filtered off
  3. washwashed with ether

Sources & evidence

ORD record
ord-f0cc0210d5be42109de96a78f3e0b793
Source dataset
uspto-grants-2001_06
Patent number
US06242601B1

Reaction notes

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