Boron trifluoride etherate → HCID 12909378, compound

HRID 1648789Notes

Reaction equation

HRID 1648789 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][C:5](=[C:8]2[C:14]3[CH:15]=[C:16]([C:19]([OH:21])=[O:20])[CH:17]=[CH:18][C:13]=3[CH:12]=[CH:11][C:10]3[CH:22]=[CH:23][CH:24]=[CH:25][C:9]2=3)[CH2:4][CH2:3]1.B(F)(F)F.[CH3:30][CH2:31]OCC>C(O)C>[CH3:1][N:2]1[CH2:7][CH2:6][C:5](=[C:8]2[C:14]3[CH:15]=[C:16]([C:19]([O:21][CH2:30][CH3:31])=[O:20])[CH:17]=[CH:18][C:13]=3[CH:12]=[CH:11][C:10]3[CH:22]=[CH:23][CH:24]=[CH:25][C:9]2=3)[CH2:4][CH2:3]1

Participants

4

Reactant 2

HCID 8000Boron trifluoride etherateHCID 12909376HCID 12909376, compound

Product 1

HCID 12909378HCID 12909378, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Racemic 5-(1-methyl-4-piperidylidene)-5H-dibenzo[a,d]cycloheptene-3-carboxylic acid (0.03 mole) and an equal molar amount of boron trifluoride etherate in 60 ml of absolute ethanol was refluxed overnight. The solution was evaporated to dryness and the residue was partitioned between ether and a saturated aqueous solution of sodium bicarbonate. The ether was separated and dried over MgSO4. The resulting ethyl ester, crystallized from acetonitrile, had m.p. 102°-103° C.

Workup

  1. customThe solution was evaporated to dryness
  2. customthe residue was partitioned between ether
  3. customThe ether was separated
  4. dry with materialdried over MgSO4
  5. customThe resulting ethyl ester, crystallized from acetonitrile

Sources & evidence

ORD record
ord-d64a8e1ca5da4695969d0759d6278fb8
Source dataset
uspto-grants-1983_11
Patent number
US04412999

Reaction notes

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