1-Bromophenanthrene → HCID 178418707, compound

HRID 8514

Reaction equation

HRID 8514 reaction equation
Br[C:2]1[C:15]2[CH:14]=[CH:13][C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[C:6]=2[CH:5]=[CH:4][CH:3]=1.C([Li:20])CCC>CCCCCCC>[Li:20][C:2]1[C:15]2[CH:14]=[CH:13][C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[C:6]=2[CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 139338801-BromophenanthreneHCID 178418339Butyllithium

Product 1

HCID 178418707HCID 178418707, compound

Reagents, catalysts & solvents 1

HCID 8900HeptaneSolvent

Procedure

2.1 Grams (8.3 mmols) of a 1-bromophenanthrene was dissolved in 43 ml of heptane, and to which was added 5.3 ml (1.6 mols/l, 8.5 mmols) of butyllithium to obtain a 1-lithiophenanthrene, which was, then, cooled down to −5° C. 1.6 Grams (5.2 mmols) of the 3.9-dimethoxy-5-hydroxybenzo[c]fluorene-7-one was added thereto, and the mixture was stirred for one hour. Then, THF was added thereto at a temperature of not higher than 0° C., and the mixture was stirred at this temperature for 2 hours. The conversion was 40%. The mixture was continuously stirred for another 20 hours, but the conversion remained to be 40%.

Sources & evidence

ORD record
ord-b71e3bfdd4e143178595b21c8d1514f9
Source dataset
uspto-grants-2006_08
Patent number
US07087798B2

Linked notes

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