Water → HCID 15662565, compound

HRID 2248183Notes

Reaction equation

HRID 2248183 reaction equation
[CH3:1][CH:2]([O:5][C:6]1[CH:11]=[CH:10][C:9]([OH:12])=[CH:8][CH:7]=1)[CH2:3][CH3:4].C(=O)([O-])[O-].[K+].[K+].Br[CH:20]([CH3:25])[C:21]([O:23][CH3:24])=[O:22].O>CN(C=O)C.CCOCC.CCCCCC>[CH3:1][CH:2]([O:5][C:6]1[CH:7]=[CH:8][C:9]([O:12][CH:20]([CH3:25])[C:21]([O:23][CH3:24])=[O:22])=[CH:10][CH:11]=1)[CH2:3][CH3:4]

Participants

7

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 95576Methyl 2-bromopropionateHCID 138820044-(1-Methyl-1-propyloxy)-phenol

Product 1

HCID 15662565HCID 15662565, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolvent2×HCID 21584099Diethylether hexaneSolvent

Procedure

To a solution of 4-(1-methylpropoxy)phenol (1.58 g, 9.5 mmol) in 10 ml of DMF at 50° is added potassium carbonate (3.90 g, 28.0 mmol). To this is added dropwise methyl 2-bromopropionate (3.2 ml, 30.0 mmol) in 10 ml of DMF. The mixture is stirred at 70° for 60 hours. The cooled reaction is worked up by addition of water and extraction with a mixture of ether/hexane (3X). The combined organic extracts are washed with 10% sulfuric acid, with water and with brine, dried and the solvent removed to give methyl 2-[4-(1-methylpropoxy)phenoxy]-propanate.

Workup

  1. customThe cooled reaction
  2. washThe combined organic extracts are washed with 10% sulfuric acid, with water and with brine
  3. customdried
  4. customthe solvent removed

Sources & evidence

ORD record
ord-daee5905cf3a4048975467c2990c6b49
Source dataset
uspto-grants-1991_08
Patent number
US05037991

Reaction notes

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