Pyridine → 2-Isopropoxyphenyl acetate

HRID 1438094Notes

Reaction equation

HRID 1438094 reaction equation
[CH:1]([O:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[OH:11])([CH3:3])[CH3:2].N1C=CC=CC=1.[C:18](Cl)(=[O:20])[CH3:19]>C(Cl)Cl.C(OCC)C>[C:18]([O:11][C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=1[O:4][CH:1]([CH3:3])[CH3:2])(=[O:20])[CH3:19]

Participants

6

Reactant 3

HCID 1049PyridineHCID 6367Acetyl chlorideHCID 209492-Isopropoxyphenol

Product 1

HCID 570736642-Isopropoxyphenyl acetate

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

To a solution of 2-isopropoxyphenol (1.53 g, 10 mmol) in CH2Cl2 at 0° C., was added pyridine (1.76 mL, 22 mmol) followed by acetyl chloride (0.79 mL, 1.1 eq). The mixture was stirred at 0° C. for 1.0 h, diluted with diethyl ether, washed with 5% citric acid and brine. The organic extract was dried over Na2SO4, evaporated to give 2-isopropoxyphenyl acetate as an oil.

Workup

  1. washwashed with 5% citric acid and brine
  2. extractionThe organic extract
  3. dry with materialwas dried over Na2SO4
  4. customevaporated

Sources & evidence

ORD record
ord-ebc96bdde0394ea9a2a433d9d864786e
Source dataset
uspto-grants-2009_11
Patent number
US07622585B2

Reaction notes

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