Methyl 3,4-bis(bromomethyl)benzoate → Methyl 13-oxotricyclo[8.2.1.0(3),8]trideca-3(8),4,6-triene-5-carboxylate

HRID 1823964Notes

Reaction equation

HRID 1823964 reaction equation
[O:1]=[C:2]1[CH:8]2[CH2:9][CH2:10][CH:3]1[CH2:4][C:5]1[CH:14]=[CH:13][CH:12]=[CH:11][C:6]=1[CH2:7]2.BrCC1C=C(C=CC=1CBr)[C:20]([O:22][CH3:23])=[O:21]>>[O:1]=[C:2]1[CH:8]2[CH2:9][CH2:10][CH:3]1[CH2:4][C:5]1[CH:14]=[CH:13][C:12]([C:20]([O:22][CH3:23])=[O:21])=[CH:11][C:6]=1[CH2:7]2

Participants

3

Reactant 2

HCID 2736819Methyl 3,4-bis(bromomethyl)benzoateHCID 5260406Tricyclo[8.2.1.03,8]trideca-3,5,7-trien-13-one

Product 1

HCID 21882835Methyl 13-oxotricyclo[8.2.1.0(3),8]trideca-3(8),4,6-triene-5-carboxylate

Procedure

Prepared using the procedure described for 11-oxo-5,6,7,8,9,10-hexahydro-6,9-methanobenzocyclooctene (Justus Liebigs Ann. Chem. 1961, 650, 115) using methyl 3,4-bis(bromomethyl)benzoate in place of 1,2-bis(bromomethyl)benzene.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-88cf8227464346f5ba5d538e3a190da2
Source dataset
uspto-grants-2006_05
Patent number
US07041689B2

Reaction notes

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