Reaction #520245

ord-162e7717db08414da36c527952e4bc34

Reaction equation

COc1ccc2c(n1)c(C=O)c1n2Cc2ccccc2-1
compound
COc1ccc2c(n1)c(C=O)c1n2Cc2ccccc2-1
2-Methoxy-6H-pyrido[2′,3′:4,5]pyrrolo[2,1-a]isoindole-11-carbaldehyde
[H-].[Na+]
NaH
CCOC(=O)CCP(=O)(OCC)OCC
ethyl 3-(diethoxyphosphoryl)propanoate
→
CCOC(=O)CC=Cc1c2n(c3ccc(OC)nc13)Cc1ccccc1-2
title compound
CCOC(=O)CC=Cc1c2n(c3ccc(OC)nc13)Cc1ccccc1-2
Ethyl4-(2-methoxy-6H-pyrido[2′,3′:4,5]pyrrolo[2,1-a]isoindol-11-yl)-3-butenoate

Reactants

COc1ccc2c(n1)c(C=O)c1n2Cc2ccccc2-1
compound
COc1ccc2c(n1)c(C=O)c1n2Cc2ccccc2-1
2-Methoxy-6H-pyrido[2′,3′:4,5]pyrrolo[2,1-a]isoindole-11-carbaldehyde
[H-].[Na+]
NaH
CCOC(=O)CCP(=O)(OCC)OCC
ethyl 3-(diethoxyphosphoryl)propanoate

Reagents

None

Solvents

C1CCOC1
THF
C1CCOC1
THF

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Procedure

10.7 mmol of the compound obtained in Step E of Preparation 1 in 20 ml of anhydrous THF are placed in the presence of 1.2 eq of NaH (60% in oil) in 25 ml of anhydrous THF and of 1.2 eq of ethyl 3-(diethoxyphosphoryl)propanoate. The title compound is obtained after 3 hours' stirring at room temperature and gentle refluxing overnight.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06667304B2uspto-grants-2003_12