Phosphorus oxide (P4O10) → Metrafenone

HRID 611718Notes

Reaction equation

HRID 611718 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([O:12][CH3:13])=[C:6]([C:10]=1[CH3:11])[C:7]([OH:9])=O.[CH3:14][O:15][C:16]1[CH:17]=[C:18]([CH3:26])[CH:19]=[C:20]([O:24][CH3:25])[C:21]=1[O:22][CH3:23].O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O>ClCCl>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([O:12][CH3:13])=[C:6]([C:10]=1[CH3:11])[C:7]([C:17]1[C:18]([CH3:26])=[CH:19][C:20]([O:24][CH3:25])=[C:21]([O:22][CH3:23])[C:16]=1[O:15][CH3:14])=[O:9]

Participants

5

Reactant 3

HCID 14812Phosphorus oxide (P4O10)HCID 809223,4,5-TrimethoxytolueneHCID 27529923-Bromo-6-methoxy-2-methylbenzoic acid

Product 1

HCID 6451057Metrafenone

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

63B (240 g, 1.0 mol) is reacted with 3,4,5-trimethoxytoluene (182 g; 1.0 mol) in the presence of P2O5 (1.0 kg) and dichloromethane as described in Example 6 yielding white crystals, 220 g (54% ), mp 89-91° C.

Sources & evidence

ORD record
ord-49d02edb453e470182387a31e8d99b2e
Source dataset
uspto-grants-1999_12
Patent number
US06001883

Reaction notes

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