2-Bromopropane → HCID 19600920, compound

HRID 609878Notes

Reaction equation

HRID 609878 reaction equation
[CH3:1][C:2]1([C:8]2[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[C:10]([O:16][CH2:17][CH:18]3[CH2:20][CH2:19]3)[CH:9]=2)[O:6][C:5](=[O:7])[NH:4][CH2:3]1.[H-].[Na+].[CH:23](Br)([CH3:25])[CH3:24]>CN(C)C=O>[CH3:1][C:2]1([C:8]2[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[C:10]([O:16][CH2:17][CH:18]3[CH2:20][CH2:19]3)[CH:9]=2)[O:6][C:5](=[O:7])[N:4]([CH:23]([CH3:25])[CH3:24])[CH2:3]1

Participants

5

Reactant 3

HCID 63582-BromopropaneHCID 24758Sodium hydrideHCID 13653220HCID 13653220, compound

Product 1

HCID 19600920HCID 19600920, compoundYield 29.4%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

500 mg (1.8 mmol) of 5-methyl-5-(3-cyclopropylmethoxy-4-methoxyphenyl)-2-oxazolidinone was first stirred with 75 mg (3.1 mmol) of sodium hydride in 17 ml of dimethylformamide for 30 minutes and, after adding 0.25 ml (2.7 mmol) of isopropyl bromide, for 17 hours at room temperature. The process was continued analogously to Example 1, thus obtaining 169 mg of 5-methyl-5-(3-cyclopropylmethoxy-4-methoxyphenyl)-3-isopropyl-2-oxazolidinone as an oil.

Sources & evidence

ORD record
ord-fa61eab311c44f11b79e3633ec60bbe1
Source dataset
uspto-grants-1999_12
Patent number
US05998453

Reaction notes

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