Propionyl chloride → Propionyl Oxazolidinone

HRID 76908Notes

Reaction equation

HRID 76908 reaction equation
C([C@@H:8]1[CH2:12][O:11][C:10](=[O:13])[NH:9]1)C1C=CC=CC=1.[Li]CCCC.[C:19](Cl)(=[O:22])[CH2:20][CH3:21]>C1COCC1>[C:19]([N:9]1[CH2:8][CH2:12][O:11][C:10]1=[O:13])(=[O:22])[CH2:20][CH3:21]

Participants

5

Reactant 3

HCID 62324Propionyl chlorideHCID 2734969(R)-4-Benzyl-2-oxazolidinoneHCID 178418339Butyllithium

Product 1

HCID 641554Propionyl Oxazolidinone

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Compound 28 was prepared by reaction of (R)-(+)-4-benzyl-2-oxazolidinone with BuLi and propionyl chloride in THF according to standard literature procedures (See, Evans, D. A. Aldrichimica Acta 1982, 15, 23).

Sources & evidence

ORD record
ord-62d05e13066e4919aaa7b8a49ef5ff39
Source dataset
uspto-grants-2014_09
Patent number
US08835693B2

Reaction notes

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