Boron trifluoride etherate → HCID 20454928, compound

HRID 1263174Notes

Reaction equation

HRID 1263174 reaction equation
B(F)(F)F.[CH3:5][CH2:6]OCC.[CH3:10][C:11]1[CH:17]=[CH:16][CH:15]=[C:14]([C:18]([OH:21])([CH3:20])[CH3:19])[C:12]=1[NH2:13].C(=O)(O)[O-].[Na+]>C(O)C.C(Cl)Cl>[CH3:10][C:11]1[CH:17]=[CH:16][CH:15]=[C:14]([C:18]([O:21][CH2:5][CH3:6])([CH3:19])[CH3:20])[C:12]=1[NH2:13]

Participants

6

Reactant 3

HCID 8000Boron trifluoride etherateHCID 516892Sodium BicarbonateHCID 139590002-(2-Amino-3-methylphenyl)propan-2-ol

Product 1

HCID 20454928HCID 20454928, compoundYield 93.1%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 6344DichloromethaneSolvent

Procedure

In this example 0.03 moles of boron trifluoride ethyl etherate was added dropwise to a mixture containing 0.03 moles of 2-methyl-6-(1-hydroxy-1-methylethyl)-aniline in 50 ml of ethanol and 50 ml methylene chloride. The mixture was refluxed for two hours and then allowed to stand for two days. The mixture was then poured into about 700 ml of saturated aqueous sodium bicarbonate solution stirred and extracted with methylene chloride. The extract was filtered through diatomaceous earth, dried and evaporated affording 5.4 g of the title product as an oil.

Workup

  1. temperatureThe mixture was refluxed for two hours
  2. extractionextracted with methylene chloride
  3. filtrationThe extract was filtered through diatomaceous earth
  4. customdried
  5. customevaporated

Sources & evidence

ORD record
ord-3307f4f0844748f8be15856431a4b3f2
Source dataset
uspto-grants-1984_06
Patent number
US04456471

Reaction notes

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