Toluene → HCID 12831982, compound

HRID 2118824Notes

Reaction equation

HRID 2118824 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 form 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 (1.8M) of 6-bromo-8-methoxy-4-chromanon (III1), 200 g (yield=47%) of the expected product are obtained.

Sources & evidence

ORD record
ord-b72b43aa47a742f4b5d4a283456417e5
Source dataset
uspto-grants-1987_07
Patent number
US04680411

Reaction notes

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