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

HRID 1381778Notes

Reaction equation

HRID 1381778 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-f4db24597f4541fe96f0b2c49abe5d20
Source dataset
uspto-grants-1989_02
Patent number
US04803221

Reaction notes

Loading…