4-Phenyl-N,N-bis(phenylmethyl)-2H-1-benzopyran-2-methanamine → HCID 20560218, compound

HRID 1659310Notes

Reaction equation

HRID 1659310 reaction equation
C([N:8]([CH2:16][CH:17]1[CH:26]=[C:25]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[O:18]1)CC1C=CC=CC=1)C1C=CC=CC=1.[H][H]>C(O)(=O)C.[Pd]>[NH2:8][CH2:16][CH:17]1[CH2:26][CH:25]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[O:18]1

Participants

5

Reactant 2

HCID 860036894-Phenyl-N,N-bis(phenylmethyl)-2H-1-benzopyran-2-methanamineHCID 178418361HCID 178418361, compound

Product 1

HCID 20560218HCID 20560218, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

2-(N,N-dibenzylaminomethyl)-4-phenyl-3-chromene (2.2 g) was hydrogenated at 651b in -2 in glacial acetic acid in the presence of 5% palladium on carbon (15 mg) until no more hydrogen was taken up. After filtration and removal of solvent in vacuo the residue was treated with ethereal HBr and the resulting solid recrystallised from ethanol/ether to give the title compound as the hydrobromide salt (0.9 g), mp 243°-245° C.

Workup

  1. filtrationAfter filtration and removal of solvent in vacuo the residue
  2. additionwas treated with ethereal HBr
  3. customthe resulting solid recrystallised from ethanol/ether

Sources & evidence

ORD record
ord-c888ecdcdf464bc4a7b743b927847451
Source dataset
uspto-grants-1981_12
Patent number
US04303656

Reaction notes

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