Tetrahydrofuran → HCID 57708568, compound

HRID 2391145Notes

Reaction equation

HRID 2391145 reaction equation
[C:1]([OH:6])(=O)/[CH:2]=[CH:3]/[CH3:4].O1CCCC1.C(Cl)(=O)C(Cl)=O.[NH2:18][C:19]1[CH:20]=[C:21]([OH:26])[CH:22]=[CH:23][C:24]=1[CH3:25]>CN(C)C=O.CN(C)C(=O)C>[OH:26][C:21]1[CH:22]=[CH:23][C:24]([CH3:25])=[C:19]([NH:18][C:1](=[O:6])/[CH:2]=[CH:3]/[CH3:4])[CH:20]=1

Participants

7

Reactant 4

HCID 8028TetrahydrofuranHCID 178203-Amino-p-cresolHCID 65578Oxalyl chlorideHCID 637090Crotonic Acid

Product 1

HCID 57708568HCID 57708568, compoundYield 59.8%

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 31374DimethylacetamideSolvent

Procedure

In the same manner as in Example 259 and using (2E)-but-2-enoic acid (1680 mg, 19 mmol), tetrahydrofuran (5 mL), N,N-dimethylformamide (1 drop), oxalyl chloride (1670 μL, 19 mmol), 3-amino-4-methylphenol (2000 mg, 16 mmol) and N,N-dimethylacetamide (35 mL) as starting materials, the title compound (1830 mg, 59%) was obtained as a white solid.

Sources & evidence

ORD record
ord-7ab4be6432a34ba5afaf7fe8db0453f9
Source dataset
uspto-grants-2012_09
Patent number
US08273741B2

Reaction notes

Loading…