Potassium Carbonate → t-Butyl 3-methyl-4-nitrophenoxyacetate

HRID 1900892Notes

Reaction equation

HRID 1900892 reaction equation
Br[CH2:2][C:3]([O:5][C:6]([CH3:9])([CH3:8])[CH3:7])=[O:4].[CH3:10][C:11]1[CH:12]=[C:13]([OH:20])[CH:14]=[CH:15][C:16]=1[N+:17]([O-:19])=[O:18].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH3:10][C:11]1[CH:12]=[C:13]([CH:14]=[CH:15][C:16]=1[N+:17]([O-:19])=[O:18])[O:20][CH2:2][C:3]([O:5][C:6]([CH3:9])([CH3:8])[CH3:7])=[O:4]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 174123-Methyl-4-nitrophenolHCID 79177tert-Butyl bromoacetate

Product 1

HCID 23370041t-Butyl 3-methyl-4-nitrophenoxyacetate

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

In a similar manner to Example 2, starting material step (b), t-butyl bromoacetate (2.9 ml), 3-methyl-4-nitrophenol (2.5 g), anhydrous potassium carbonate (2.7 g) and acetone (100 ml) were reacted to give t-butyl 3-methyl-4-nitrophenoxyacetate (4.19 g) as an off-white solid: NMR Spectrum (DMSO-d6) 1.44 (9H, s), 2.56 (3H, s), 4.71 (2H, s), 6.94 (1H, dd), 7.03 (1H, d), 8.06 (1H, d); Mass Spectrum m/Z 268 (M+H)+.

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-622d88387a0543aab073dc1ddbdbcdb6
Source dataset
uspto-grants-1996_11
Patent number
US05576334

Reaction notes

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