Decanoic Acid → HCID 62399737, compound

HRID 2360348Notes

Reaction equation

HRID 2360348 reaction equation
[C:1]([OH:12])(=O)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].[NH2:13][CH2:14][C:15]#[N:16]>>[C:14]([CH2:15][NH:16][C:1](=[O:12])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10])#[N:13]

Participants

3

Reactant 2

HCID 2969Decanoic AcidHCID 10901Aminoacetonitrile

Product 1

HCID 62399737HCID 62399737, compound

Procedure

General procedure F was used to couple 0.1 g (0.58 mmols) of decanoic acid and 0.065 g of amino acetonitrile. The title product was purified with flash chromatography using a solvent system of ethyl acetate and hexanes (2:3) to yield 0.104 g (0.38 mmols). 1H NMR (500 MHz, CDCl3) δ 6.09 (s, 1H), 4.18 (d, J=5.8, 2H), 2.35-2.14 (m, 2H), 1.78-1.55 (m, 2H), 1.27 (d, J=17.2, 12H), 0.87 (t, J=6.9, 3H). 13C NMR (126 MHz, CDCl3) δ 173.15, 116.12, 77.26, 77.01, 76.76, 36.06, 31.82, 29.38, 29.27, 29.23, 29.16, 27.34, 25.28, 22.63, 14.09.

Workup

  1. customThe title product was purified with flash chromatography
  2. customto yield 0.104 g (0.38 mmols)

Sources & evidence

ORD record
ord-b6669441b3c7423e864125fca4a58494
Source dataset
uspto-grants-2014_04
Patent number
US08686046B2

Reaction notes

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