Reaction #9455

ord-90677ea3c633433eb22e37de2541dc36

Reaction equation

CCOC(OCC)OCC
Triethyl orthoformate
CC1(C)OC(=O)CC(=O)O1
Meldrum's acid
Nc1cccc(-c2ccccc2)c1
biphenyl-3-ylamine
→
CC1(C)OC(=O)C(=CNc2cccc(-c3ccccc3)c2)C(=O)O1
5-(biphenyl-3-ylaminomethylene)-2,2-dimethyl-[1,3]dioxane-4,6-dione
Yield 95.5%

Reactants

CCOC(OCC)OCC
Triethyl orthoformate
CC1(C)OC(=O)CC(=O)O1
Meldrum's acid
Nc1cccc(-c2ccccc2)c1
biphenyl-3-ylamine

Reagents

None

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    workup.ADDITIONtreated

Procedure

Triethyl orthoformate (148 g, 1.00 mol), Meldrum's acid (137 g, 0.95 mol), and biphenyl-3-ylamine (155 g, 0.916 mol) were combined and treated according to the general procedure described in Part A of Example 1 to obtain 283 g of 5-(biphenyl-3-ylaminomethylene)-2,2-dimethyl-[1,3]dioxane-4,6-dione as a yellow solid.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07091214B2uspto-grants-2006_08