Propiolic Acid → 1-Dodecyl-1H-1,2,3-triazole-4-carboxylic acid

HRID 252474

Reaction equation

[C:1]([OH:5])(=[O:4])[C:2]#[CH:3].[N:6]([CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])=[N+:7]=[N-:8]>>[CH2:9]([N:6]1[CH:3]=[C:2]([C:1]([OH:5])=[O:4])[N:8]=[N:7]1)[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20]

Participants

Reactant 2

HCID 10110Propiolic Acid

HCID 109983181-Azidododecane

Product 1

HCID 634676851-Dodecyl-1H-1,2,3-triazole-4-carboxylic acid

Conditions

Temperature: 120 °C

Procedure

A mixture of propiolic acid (46 μL, 0.7419 mmol) and 1-azido-dodecane (156.8 mg, 0.7419 mmol) was heated to 120° C. in a capped vial for 14 h, to yield the title triazole as white, crystalline solid (189.3 mg, 91% yield). The product was used without further purification.

Sources & evidence

ORD record: ord-eb3be02f342142e3bc24729ff2e33713
Source dataset: uspto-grants-2011_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07868135B2

Linked notes

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