1-Anthracenecarboxylic Acid → (10-Bromo-1-anthracenyl)methanol

HRID 2413642Notes

Reaction equation

HRID 2413642 reaction equation
[Br:1][C:2]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[CH:9]=[C:8]2[C:3]=1[CH:4]=[CH:5][CH:6]=[C:7]2[C:16](O)=[O:17].C1(C(O)=O)C2C(=CC3C(C=2)=CC=CC=3)C=CC=1.C1(CO)C2C(=CC3C(C=2)=CC=CC=3)C=CC=1>C1COCC1>[Br:1][C:2]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[CH:9]=[C:8]2[C:3]=1[CH:4]=[CH:5][CH:6]=[C:7]2[CH2:16][OH:17]

Participants

5

Reactant 3

HCID 1507891-Anthracenecarboxylic AcidHCID 12695455(Anthracen-1-yl)methanolHCID 21276215HCID 21276215, compound

Product 1

HCID 13375398(10-Bromo-1-anthracenyl)methanol

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

10-Bromo-1-anthracenecarboxylic acid made from 1-anthracenecarboxylic acid (15B) by the procedure of E. Barnett, J. W. Cook, and H. H. Grainger, Ber. 57 B, 1775 (1924), was reduced with BH3 in THF by the procedure outlined in 15C to give (10-bromo-1-anthracenyl)methanol mp 125°-127°, (EtOAc/hexane), (C, H, Br).

Sources & evidence

ORD record
ord-e76186ea4f1146b1a408f349cef49dc8
Source dataset
uspto-grants-1988_01
Patent number
US04719049

Reaction notes

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