Ozone → HCID 54235645, compound

HRID 1417758Notes

Reaction equation

HRID 1417758 reaction equation
[CH2:1]([O:4][C:5]1[CH:10]=[CH:9][C:8]([CH2:11][CH2:12][C:13]([OH:15])=[O:14])=[CH:7][CH:6]=1)[CH:2]=C.[O:16]=[O+][O-]>>[O:16]=[CH:2][CH2:1][O:4][C:5]1[CH:10]=[CH:9][C:8]([CH2:11][CH2:12][C:13]([OH:15])=[O:14])=[CH:7][CH:6]=1

Participants

3

Reactant 2

HCID 24823OzoneHCID 193489823-{4-[(Prop-2-en-1-yl)oxy]phenyl}propanoic acid

Product 1

HCID 54235645HCID 54235645, compoundYield 82%

Procedure

4-(2-Propenyloxy)benzenepropanoic acid (120 mg, 0.58 mmol) is treated with ozone by the procedure described in Example 2 to give 100 mg (82%) of 4-(2-oxoethoxy)benzenepropanoic acid as a white powder: m.p. 95°-100°; the 1H NMR (300 MHz, CDCl3) is consistent with the desired product; IR (KBr) 3400, 1740, 1720, 1610 cm-1 ; MS (CI low res) m/e 207, 191, 179, 165, 149.

Sources & evidence

ORD record
ord-601ab48d38e946a18c5cf698f87fd29e
Source dataset
uspto-grants-1999_03
Patent number
US05877296

Reaction notes

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