Acetic Anhydride → HCID 69946342, compound

HRID 234365Notes

Reaction equation

HRID 234365 reaction equation
[S:1]1[CH:5]=[CH:4][C:3]([C:6]2([CH:14]=[CH:13][CH:12]=[CH:11][CH2:10]2)[CH2:7][CH2:8][OH:9])=[CH:2]1.[C:15](OC(=O)C)(=[O:17])[CH3:16]>N1C=CC=CC=1>[C:15]([O:9][CH2:8][CH2:7][C:6]1([C:3]2[CH:4]=[CH:5][S:1][CH:2]=2)[CH:10]=[CH:11][CH:12]=[CH:13][CH2:14]1)(=[O:17])[CH3:16]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 69946045HCID 69946045, compound

Product 1

HCID 69946342HCID 69946342, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
80 °C

Procedure

1-(3-Thienyl)phenethyl alcohol (10 g, 49 mmol) was dissolved in a 2:1 pyridine and acetic anhydride mixture (50 ml). This was stirred at 80° C. for 4 h. Excess of pyridine and acetic anhydride mixture was removed under reduced pressure and the residue was dissolved in water (100 ml). This was extracted with methylene chloride (3×75 ml) and the combined organic layers was dried over MgSO4 and filtered. Removal of the solvent gave 1-(3-thienyl)phenethyl acetate (10.2 g, 84% yield).

Workup

  1. customExcess of pyridine and acetic anhydride mixture was removed under reduced pressure
  2. dissolutionthe residue was dissolved in water (100 ml)
  3. extractionThis was extracted with methylene chloride (3×75 ml)
  4. dry with materialthe combined organic layers was dried over MgSO4
  5. filtrationfiltered
  6. customRemoval of the solvent

Sources & evidence

ORD record
ord-97bb50160b4742e8923f4f8422a9a035
Source dataset
uspto-grants-1997_01
Patent number
US05594021

Reaction notes

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