Bromine → HCID 21414997, compound

HRID 442529Notes

Reaction equation

HRID 442529 reaction equation
[C:1]([CH:4]([CH2:8][C:9]12[CH2:23][CH:16]([C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][C:22]=31)[C:15]1[C:10]2=[CH:11][CH:12]=[CH:13][CH:14]=1)C(O)=O)([OH:3])=[O:2].[Br:24]Br>CCOCC.C1(C)C(C)=CC=CC=1>[Br:24][CH:4]([CH2:8][C:9]12[CH2:23][CH:16]([C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][C:22]=31)[C:15]1[C:10]2=[CH:11][CH:12]=[CH:13][CH:14]=1)[C:1]([OH:3])=[O:2]

Participants

5

Reactant 2

HCID 24408BromineHCID 21414998[(9,10-Methanoanthracen-9(10H)-yl)methyl]propanedioic acid

Product 1

HCID 21414997HCID 21414997, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 7237O-XyleneSolvent

Procedure

α-Carboxy-β-(9,10-dihydro-9,10-methano-9-anthryl)-propionic acid was treated with bromine in ether, and the corresponding brominated compound was refluxed in xylene to give α-bromo-β-(9,10-dihydro-9,10-methano-9-anthryl)propionic acid. α-Bromo-β-(9,10-dihydro-9,10-methano-9-anthryl)-propionic acid was treated with thionyl chloride and then with N-benzyl-N-hydroxyethylamine to give α-bromo-β-(9,10-dihydro-9,10-methano-9anthryl)propionic acid N-benzyl-N-hydroxyethylamide, I.R., 3400, 3060, 3045, 2860, 1640, 1360, 1158, 1048, 1012, 698 cm-1.

Sources & evidence

ORD record
ord-44f3adf3a8d1448a8677d5219aacf8c6
Source dataset
uspto-grants-1977_08
Patent number
US04045560

Reaction notes

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