p-Toluenesulfonic acid → Methyl 11-methylene-6,11-dihydrodibenz-[b,e]oxepin-2-carboxylate

HRID 894218Notes

Reaction equation

HRID 894218 reaction equation
O[C:2]1([CH3:21])[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[CH2:6][O:5][C:4]2[CH:13]=[CH:14][C:15]([C:17]([O:19][CH3:20])=[O:18])=[CH:16][C:3]1=2.C1(C)C=CC(S(O)(=O)=O)=CC=1>C1C=CC=CC=1>[CH2:21]=[C:2]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[CH2:6][O:5][C:4]2[CH:13]=[CH:14][C:15]([C:17]([O:19][CH3:20])=[O:18])=[CH:16][C:3]1=2

Participants

4

Reactant 2

HCID 6101p-Toluenesulfonic acidHCID 21162722Methyl 11-hydroxy-11-methyl-6,11-dihydrodibenz[b,e]oxepin-2-carboxylate

Product 1

HCID 10106958Methyl 11-methylene-6,11-dihydrodibenz-[b,e]oxepin-2-carboxylate

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

Dissolve 1 gm. of methyl 11-hydroxy-11-methyl-6,11-dihydrodibenz[b,e]oxepin-2-carboxylate in 100 ml. of benzene containing a few crystals of p-toluenesulfonic acid for 10 minutes. Strip the reaction mixture to dryness to obtain the title product.

Workup

  1. dissolutionDissolve 1 gm

Sources & evidence

ORD record
ord-c4291ea3a78d4701929b3aa82bc1c9d4
Source dataset
uspto-grants-1981_08
Patent number
US04282365

Reaction notes

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