Potassium Carbonate → HCID 86679504, compound

HRID 1776548Notes

Reaction equation

HRID 1776548 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([O:11][CH3:12])=[O:10])=[CH:4][C:3]=1[N+:13]([O-:15])=[O:14].C([O-])([O-])=O.[K+].[K+].Br[CH2:23][CH:24]1[CH2:26][CH2:25]1>CC#N>[CH:24]1([CH2:23][O:1][C:2]2[CH:7]=[CH:6][C:5]([CH2:8][C:9]([O:11][CH3:12])=[O:10])=[CH:4][C:3]=2[N+:13]([O-:15])=[O:14])[CH2:26][CH2:25]1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 81503BromomethylcyclopropaneHCID 1473109Methyl 2-(4-hydroxy-3-nitrophenyl)acetate

Product 1

HCID 86679504HCID 86679504, compoundYield 103.4%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
100 °C

Procedure

To a solution of methyl 2-(4-hydroxy-3-nitrophenyl)acetate (1.0 g, 4.74 mmol) in CH3CN (10 ml), K2CO3 (0.327 g, 2.37 mmol) and (bromomethyl)cyclopropane (0.460 ml, 4.74 mmol) were added and the mixture was heated under MW irradiation at 100° C. for 1 hour. The insoluble inorganic salts were filtered off and the filtrate was evaporated to dryness to give crude methyl 2-(4-(cyclopropylmethoxy)-3-nitrophenyl)acetate (1.3 g, yield considered to be quantitative, MS/ESI+265.9 [MH]+). This crude was used without any additional purification.

Workup

  1. filtrationThe insoluble inorganic salts were filtered off
  2. customthe filtrate was evaporated to dryness

Sources & evidence

ORD record
ord-0c03855708f24eb29402e7a076ec7afb
Source dataset
uspto-grants-2016_02
Patent number
US09265768B2

Reaction notes

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