Acetic Anhydride → HCID 69946342, compound

HRID 1899720Notes

Reaction equation

HRID 1899720 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 layer 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 layer was dried over MgSO4
  5. filtrationfiltered
  6. customRemoval of the solvent

Sources & evidence

ORD record
ord-26e0c9025bc74342897250d35051c973
Source dataset
uspto-grants-1996_11
Patent number
US05571821

Reaction notes

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