Dimethylformamide → HCID 86595784, compound

HRID 1241434Notes

Reaction equation

HRID 1241434 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([C@H:10]([CH2:15][C:16]([O:18][CH2:19][CH3:20])=[O:17])[CH2:11][C:12](O)=[O:13])=[CH:9][C:4]=2[O:3][CH2:2]1.C(Cl)(=O)C([Cl:24])=O.CN(C)C=O>C(Cl)Cl>[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([C@H:10]([CH2:11][C:12]([Cl:24])=[O:13])[CH2:15][C:16]([O:18][CH2:19][CH3:20])=[O:17])=[CH:9][C:4]=2[O:3][CH2:2]1

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 65578Oxalyl chlorideHCID 59981066HCID 59981066, compound

Product 1

HCID 86595784HCID 86595784, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

(S)-3-(1,3-benzodioxol-5-yl)-5-ethoxy-5-oxopentanoic acid (2.01, 7.2 mmol) was dissolved in methylene chloride (50 mL) at O° C. under argon. An excess of oxalyl chloride (3 mL) was added along with a drop of dimethylformamide (catalyst). The reaction mixture was stirred 24 hours and concentrated to a crude brown oil. Yield=2.23 g (>100%).

Workup

  1. concentrationconcentrated to a crude brown oil

Sources & evidence

ORD record
ord-b37ef6773ebd4d798ed803c2507f094c
Source dataset
uspto-grants-2006_10
Patent number
US07115596B2

Reaction notes

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