HCID 18477136, compound → HCID 18477085, compound

HRID 2188202Notes

Reaction equation

HRID 2188202 reaction equation
[CH2:1]([CH2:8][NH:9][CH2:10][CH:11]1[CH2:20][CH2:19][C:18]2[C:13](=[CH:14][CH:15]=[C:16]([F:21])[CH:17]=2)[C:12]1([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>FC(F)(F)C(O)=O>[CH2:1]([CH2:8][NH:9][CH2:10][C:11]1[CH2:20][CH2:19][C:18]2[C:13](=[CH:14][CH:15]=[C:16]([F:21])[CH:17]=2)[C:12]=1[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 1

HCID 18477136HCID 18477136, compound

Product 1

HCID 18477085HCID 18477085, compoundYield 67.9%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

Trifluoroacetic acid (10 cm3) was added to 2-(N-benzylmethylamino)methyl-6-fluoro-1-phenyl-1,2,3,4-tetrahydronaphthalene-1-ol (1.5 g) and the resulting solution was stirred at room temperature for 2 h. The excess trifluoroacetic acid was removed under reduced pressure and the resultant brown oil was taken up into petroleum ether (b. p. 40-60° C.) and passed through a short column [basic alumina, eluting with petroleum ether (b. p. 40-60° C.)-ethyl acetate (20:1)]. The fractions containing the product were combined and the solvent removed under reduced pressure to afford the title compound (0.97 g).

Workup

  1. customThe excess trifluoroacetic acid was removed under reduced pressure
  2. washpassed through a short column [basic alumina, eluting with petroleum ether (b. p. 40-60° C.)-ethyl acetate (20:1)]
  3. additionThe fractions containing the product
  4. customthe solvent removed under reduced pressure

Sources & evidence

ORD record
ord-ed0dccf687b1477cafc10da447d4253e
Source dataset
uspto-grants-2002_06
Patent number
US06410592B1

Reaction notes

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