Dihydrocoumarin → 3-(2-hydroxyphenyl)-N,N-dimethylpropanamide

HRID 1043065Notes

Reaction equation

HRID 1043065 reaction equation
[O:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3][C:2]1=[O:11].[CH3:12][NH:13][CH3:14]>C1COCC1>[OH:1][C:10]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[CH2:4][CH2:3][C:2]([N:13]([CH3:14])[CH3:12])=[O:11]

Participants

4

Reactant 2

HCID 660DihydrocoumarinHCID 674Dimethylamine

Product 1

HCID 255847123-(2-hydroxyphenyl)-N,N-dimethylpropanamide

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of chroman-2-one (444 mg) in THF (1 mL) was treated with dimethylamine (7.5 mL) and stirred at room temperature for 5 hours. The solution was concentrated. The concentrate was filtered through a small pad of silica gel.

Workup

  1. concentrationThe solution was concentrated
  2. filtrationThe concentrate was filtered through a small pad of silica gel

Sources & evidence

ORD record
ord-b064ac33001e40f598a02a708eeb6c92
Source dataset
uspto-grants-2013_10
Patent number
US08557983B2

Reaction notes

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