3-Phenylprop-2-En-1-Ol → 3-Phenyl-2-propen-1-yl acetate

HRID 1590381Notes

Reaction equation

HRID 1590381 reaction equation
[C:1]1([CH:7]=[CH:8][CH2:9][OH:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:11](OC(=O)C)(=[O:13])[CH3:12]>N1C=CC=CC=1>[C:11]([O:10][CH2:9][CH:8]=[CH:7][C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)(=[O:13])[CH3:12]

Participants

4

Reactant 2

HCID 3083-Phenylprop-2-En-1-OlHCID 7918Acetic Anhydride

Product 1

HCID 76603-Phenyl-2-propen-1-yl acetateYield 81.7%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

The above alcohol (2.05 g) in pyridine (1.6 ml) with acetic anhydride (1.8 g) was stirred at 25° for 3 hours before being partitioned between ether and dilute hydrochloric acid. Work-up in the conventional manner gave 3-phenylprop-2-enyl acetate (2.2 g). NMR 1H: 7.15 (5H,m), 6.52 (1H,d), 6.22(1H,t), 4.57 (2H,d), 2.00(3H,s).

Workup

  1. custombefore being partitioned between ether and dilute hydrochloric acid

Sources & evidence

ORD record
ord-45d61796b42b4528a521bb12eb66d638
Source dataset
uspto-grants-1993_04
Patent number
US05202356

Reaction notes

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