6,11-Dihydro-5H-dibenz[b,e]azepine → HCID 19778005, compound

HRID 2082289Notes

Reaction equation

HRID 2082289 reaction equation
[CH:1]1[C:11]2[CH2:10][C:9]3[CH:12]=[CH:13][CH:14]=[CH:15][C:8]=3[CH2:7][NH:6][C:5]=2[CH:4]=[CH:3][CH:2]=1.C[O:17][C:18]([C:20]1[CH:27]=[CH:26][C:23]([CH2:24]Br)=[CH:22][CH:21]=1)=[O:19]>>[CH:1]1[C:11]2[CH2:10][C:9]3[CH:12]=[CH:13][CH:14]=[CH:15][C:8]=3[CH2:7][N:6]([CH2:24][C:23]3[CH:26]=[CH:27][C:20]([C:18]([OH:19])=[O:17])=[CH:21][CH:22]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1

Participants

3

Reactant 2

HCID 679746,11-Dihydro-5H-dibenz[b,e]azepineHCID 256687Methyl 4-(bromomethyl)benzoate

Product 1

HCID 19778005HCID 19778005, compoundYield 45%

Procedure

Using similar procedures to those described in Example 1, 5,6-dihydro-11H-dibenzo[b,e]azepine (Tetrahedron, 1981, 37, 4159) was reacted with 4-methoxycarbonylbenzyl bromide to give 4-(5,6-dihydro-11H-dibenzo[b,e]azepin-5-ylmethyl)benzoic acid in 45% yield, m.p. 198° C.

Sources & evidence

ORD record
ord-2e739cbe34e24f76accbb2aa08d8a4ab
Source dataset
uspto-grants-1993_02
Patent number
US05189033

Reaction notes

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