2,6-Diisopropylphenyl isocyanate → HCID 14969214, compound

HRID 1198042Notes

Reaction equation

HRID 1198042 reaction equation
[O:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[O:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][C:19](=[O:21])[CH3:20].[CH:22]([C:25]1[CH:30]=[CH:29][CH:28]=[C:27]([CH:31]([CH3:33])[CH3:32])[C:26]=1[N:34]=[C:35]=[O:36])([CH3:24])[CH3:23].C([N-]C(C)C)(C)C.[Li+]>>[CH3:24][CH:22]([C:25]1[CH:30]=[CH:29][CH:28]=[C:27]([CH:31]([CH3:32])[CH3:33])[C:26]=1[NH:34][C:35](=[O:36])[CH2:20][C:19](=[O:21])[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][O:7][CH:2]1[CH2:3][CH2:4][CH2:5][CH2:6][O:1]1)[CH3:23]

Participants

4

Reactant 3

HCID 922592,6-Diisopropylphenyl isocyanateHCID 2724682Lithium diisopropylamideHCID 14969213HCID 14969213, compound

Product 1

HCID 14969214HCID 14969214, compoundYield 100%

Procedure

The title compound was prepared from 13-[(tetrahydro-2H-pyran-2-yl)oxy]-2-tridecanone (2.0 g, 0.006 mol), 2,6-diisopropylphenyl isocyanate (1.36 g, 0.006 mol), and lithium diisopropylamide (0.006 mol) using the procedure described in Example 1. Purification by flash chromatography (silica gel, 10% EtOAc/hexane) yielded 3.11 g (0.006 mol, 93%) of the desired product.

Workup

  1. customPurification by flash chromatography (silica gel, 10% EtOAc/hexane)

Sources & evidence

ORD record
ord-80388194763f45d1883755d86dcf00f6
Source dataset
uspto-grants-1994_01
Patent number
US05278326

Reaction notes

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