Tetradecan-2-one → HCID 10251296, compound

HRID 1198049Notes

Reaction equation

HRID 1198049 reaction equation
[CH3:1][C:2](=[O:15])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14].[CH:16]([C:19]1[CH:24]=[CH:23][CH:22]=[C:21]([CH:25]([CH3:27])[CH3:26])[C:20]=1[N:28]=[C:29]=[O:30])([CH3:18])[CH3:17].C([N-]C(C)C)(C)C.[Li+]>>[CH3:18][CH:16]([C:19]1[CH:24]=[CH:23][CH:22]=[C:21]([CH:25]([CH3:26])[CH3:27])[C:20]=1[NH:28][C:29](=[O:30])[CH2:1][C:2](=[O:15])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14])[CH3:17]

Participants

4

Reactant 3

HCID 75364Tetradecan-2-oneHCID 922592,6-Diisopropylphenyl isocyanateHCID 2724682Lithium diisopropylamide

Product 1

HCID 10251296HCID 10251296, compoundYield 44%

Procedure

The title compound was prepared from 2-tetradecanone (5.0 g, 0.023 mol), 2,6-diisopropylphenylisocyanate (4.78 g, 0.023 mol), and lithium diisopropylamide (0.023 mol) using the procedure described in Example 1. Purification by flash chromatography (silica gel, 15% EtOAc/hexane) yielded 4.25 g (0.010 mol, 44%) of the desired product.

Workup

  1. customPurification by flash chromatography (silica gel, 15% EtOAc/hexane)

Sources & evidence

ORD record
ord-6c6a19d3c466406d94324dc27b26dc59
Source dataset
uspto-grants-1994_01
Patent number
US05278326

Reaction notes

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