Boron trifluoride etherate → HCID 20198240, compound

HRID 652026Notes

Reaction equation

HRID 652026 reaction equation
[CH3:1][Si:2]([CH3:28])([CH3:27])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][NH:17][C:18]1[CH:26]=[CH:25][C:21]([C:22]([OH:24])=[O:23])=[CH:20][CH:19]=1.[CH2:29]([O:31][CH2:32][CH2:33]O)[CH3:30].B(F)(F)F.CCOCC>C1(C)C=CC=CC=1>[CH3:28][Si:2]([CH3:1])([CH3:27])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][NH:17][C:18]1[CH:19]=[CH:20][C:21]([C:22]([O:24][CH2:30][CH2:29][O:31][CH2:32][CH3:33])=[O:23])=[CH:25][CH:26]=1

Participants

5

Reactant 3

HCID 8000Boron trifluoride etherate2×HCID 8076Glycol monoethyl etherHCID 138848624-[14-(Trimethylsilyl)tetradecylamino)benzoic acid

Product 1

HCID 20198240HCID 20198240, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of 11.5 g. of 4-[14-(trimethylsilyl)tetradecylamino]benzoic acid, 1.00 g. of 2-ethoxyethanol and 5.35 ml. of boron trifluoride etherate in 200 ml. of toluene is stirred at reflux for 48 hours. The solution is treated with an additional 5.35 ml. of boron trifluoride etherate and refluxing is continued for 120 hours. Dilution with water and methylene chloride followed by filtration affords the product as a white solid.

Workup

  1. temperatureat reflux for 48 hours
  2. additionThe solution is treated with an additional 5.35 ml
  3. filtrationDilution with water and methylene chloride followed by filtration

Sources & evidence

ORD record
ord-84da5973c2b245439a03fec1f72da3db
Source dataset
uspto-grants-1987_06
Patent number
US04670421

Reaction notes

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