Water → HCID 69948862, compound

HRID 234359Notes

Reaction equation

HRID 234359 reaction equation
[C:1](OC(=O)C)(=[O:3])[CH3:2].[S:8]1[CH:12]=[CH:11][CH:10]=[C:9]1[C:13]1([CH:20]=[CH:19][CH:18]=[CH:17][CH2:16]1)[CH2:14][OH:15].O>N1C=CC=CC=1>[C:1]([O:15][CH2:14][C:13]1([C:9]2[S:8][CH:12]=[CH:11][CH:10]=2)[CH:16]=[CH:17][CH:18]=[CH:19][CH2:20]1)(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 962WaterHCID 7918Acetic AnhydrideHCID 699479851-(2-Thienyl)benzyl alcohol

Product 1

HCID 69948862HCID 69948862, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Acetic anhydride (5 ml) was added to a solution of 1-(2-thienyl)benzyl alcohol in pyridine. The resultant solution was stirred at 70° C. for 3h. Water (50 ml) was added and the reaction mixture was stirred at room temperature for 2h. This was extracted with ethyl acetate (2×50 ml) and the combined organic layers dried over anhydrous MgSO4. Removal of the solvent gave crude product, which was purified by passing through silica gel using 3:1 hexane/ethyl acetate mixture to give 1-(2-thienyl)benzyl acetate.

Workup

  1. extractionThis was extracted with ethyl acetate (2×50 ml)
  2. dry with materialthe combined organic layers dried over anhydrous MgSO4
  3. customRemoval of the solvent
  4. customgave crude product, which
  5. customwas purified

Sources & evidence

ORD record
ord-7a2668c4c4e6416ab88bf76c6a20cce0
Source dataset
uspto-grants-1997_01
Patent number
US05594021

Reaction notes

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