3-Chlorophenol → HCID 86086817, compound

HRID 1189324Notes

Reaction equation

HRID 1189324 reaction equation
[C:1]([OH:7])(=[O:6])[CH2:2][CH2:3][C:4]#[CH:5].[Cl:8][C:9]1[CH:10]=[C:11](O)[CH:12]=[CH:13][CH:14]=1>>[C:1]([O:7][C:13]1[CH:12]=[CH:11][CH:10]=[C:9]([Cl:8])[CH:14]=1)(=[O:6])[CH2:2][CH2:3][C:4]#[CH:5]

Participants

3

Reactant 2

HCID 79333-ChlorophenolHCID 224644-Pentynoic acid

Product 1

HCID 86086817HCID 86086817, compoundYield 95.1%

Procedure

According to the protocol described in Example 235(B), the reaction between pent-4-ynoic acid (590 mg, 6.0 mmol) and 3-chlorophenol (771 mg, 6.0 mmol) afforded 1.19 g of 3-chlorophenyl pent-4-ynoate (Yield: 95%) as colorless-oil. Purification over silicagel chromatography (prepacked 25 g silicagel column, Cyclohexane/AcOEt:90/10 as eluent)

Sources & evidence

ORD record
ord-8f3eb96ff86041f0aa7f99868d3dd287
Source dataset
uspto-grants-2014_03
Patent number
US08674106B2

Reaction notes

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