Oxalyl chloride → 3-(Naphthalen-1-yl)prop-2-enoyl chloride

HRID 1743956Notes

Reaction equation

HRID 1743956 reaction equation
[C:1]1([CH:11]=[CH:12][C:13]([OH:15])=O)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.C(Cl)(=O)C([Cl:19])=O>>[C:1]1([CH:11]=[CH:12][C:13]([Cl:19])=[O:15])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1

Participants

3

Reactant 2

HCID 65578Oxalyl chlorideHCID 983073-(1-Naphthalenyl)-2-propenoic acid

Product 1

HCID 534112803-(Naphthalen-1-yl)prop-2-enoyl chlorideYield 99%

Procedure

3-(1-Naphthalenyl)-2-Propenoic acid (7.5 g, 0.038 mol) was slurried in 15 ml of oxalyl chloride and refluxed for 2 hr. The resulting solution was evaporated to yield 8.0 g (99 percent) of yellow solid.

Workup

  1. temperaturerefluxed for 2 hr
  2. customThe resulting solution was evaporated

Sources & evidence

ORD record
ord-10a1d8b48b314b528ebc2caf84467651
Source dataset
uspto-grants-2006_03
Patent number
US07012121B2

Reaction notes

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