2-Hydroxybenzonitrile → 8-Methoxy-6H-11-oxa-6-aza-benzo[a]fluoren-5-one

HRID 869428Notes

Reaction equation

HRID 869428 reaction equation
COC(=O)[CH:4]([C:6]1[CH:11]=[CH:10][C:9](Cl)=[CH:8][C:7]=1[C:13](OC)=[O:14])Br.OC1C=CC=CC=1C#N.COC(=O)C(C1C=CC=CC=1C(OC)=O)Br.[OH:43][C:44]1[CH:51]=[CH:50][C:49]([O:52][CH3:53])=[CH:48][C:45]=1[C:46]#[N:47]>>[OH:14][C:13]1[C:7]2[C:6](=[CH:11][CH:10]=[CH:9][CH:8]=2)[C:4]2[O:43][C:44]3[CH:51]=[CH:50][C:49]([O:52][CH3:53])=[CH:48][C:45]=3[C:46]=2[N:47]=1

Participants

5

Reactant 4

HCID 119072-HydroxybenzonitrileHCID 70225292-Hydroxy-5-methoxybenzonitrileHCID 115075112-(2-Methoxycarbonyl-phenyl)-2-bromo-acetic acid methyl esterHCID 867222712-(4-Chloro-2-methoxycarbonyl-phenyl)-2-bromo-acetic acid methyl ester

Product 1

HCID 116375298-Methoxy-6H-11-oxa-6-aza-benzo[a]fluoren-5-one

Procedure

The procedure was similar to step S19B, while the starting material 19A and 2-hydroxy-benzonitrile were replaced with 21A and 2-hydroxy-5-methoxy-benzonitrile, respectively.

Sources & evidence

ORD record
ord-f899e1f151774b99a8ce031e439e6542
Source dataset
uspto-grants-2015_03
Patent number
US08969373B2

Reaction notes

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