Toluene → HCID 12831982, compound

HRID 1903582Notes

Reaction equation

HRID 1903582 reaction equation
C1(C)C=CC=CC=1.[Br:8][C:9]1[CH:10]=[C:11]2[C:16](=[C:17]([O:19][CH3:20])[CH:18]=1)[O:15][CH2:14][CH2:13][C:12]2=O>Cl.O.[Zn]>[Br:8][C:9]1[CH:10]=[C:11]2[C:16](=[C:17]([O:19][CH3:20])[CH:18]=1)[O:15][CH2:14][CH2:13][CH2:12]2

Participants

6

Reactant 2

HCID 1140TolueneHCID 12831984HCID 12831984, compound

Product 1

HCID 12831982HCID 12831982, compoundYield 47%

Reagents, catalysts & solvents 3

HCID 23994ZincCatalyst2×HCID 313Hydrochloric AcidSolvent2×HCID 962WaterSolvent2×

Procedure

According to the process of preparation I, from the amalgam of zinc prepared from 915 g (14 gram-atoms) of zinc, 91 g (3.8×10-1M) of mercurous chloride in 46 cm3 of concentrated hydrochloric acid and 1350 cm3 of water, after addition of 700 cm3 of water, 1100 cm3 of concentrated hydrochloric acid, 2500 cm3 of toluene and 450 g (1.8 M) of 6-bromo-8-methoxy-4-chromanon (III1), 200 g (yield=47%) of the expected product are obtained. M.p.=67° C.

Sources & evidence

ORD record
ord-51fc8159694e4d02ae26992ff8909df8
Source dataset
uspto-grants-1984_03
Patent number
US04436915

Reaction notes

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