Triphenylphosphine → 3-Methoxycarbonyl-1,1,1-triphenyl-6-(4-isopropylphenyl)-2-aza-1lambda5-phosphahexa-1,3,5-triene

HRID 12575Notes

Reaction equation

HRID 12575 reaction equation
[C:1]1([P:7]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[N:20](/[C:23](=[CH:28]\[CH:29]=[CH:30]\[C:31]1[CH:36]=[CH:35][C:34]([CH:37]([CH3:39])[CH3:38])=[CH:33][CH:32]=1)/[C:24]([O:26][CH3:27])=[O:25])=[N+]=[N-]>C(OCC)C>[CH3:27][O:26][C:24]([C:23](=[CH:28][CH:29]=[CH:30][C:31]1[CH:36]=[CH:35][C:34]([CH:37]([CH3:39])[CH3:38])=[CH:33][CH:32]=1)[N:20]=[P:7]([C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1)=[O:25]

Participants

4

Reactant 2

HCID 11776TriphenylphosphineHCID 59338838Methyl (2Z,4E)-2-Azido-5-(4-isopropylphenyl)penta-2,4-dienoate2×

Product 1

HCID 722584753-Methoxycarbonyl-1,1,1-triphenyl-6-(4-isopropylphenyl)-2-aza-1lambda5-phosphahexa-1,3,5-triene

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Following General Procedure J, triphenylphosphine (1.4 g, 5.2 mmol), methyl (2Z,4E)-2-azido-5-(4-isopropylphenyl)penta-2,4-dienoate (Compound 111, 1.4 g, 5.2 mmol) in diethyl ether (50 ml) were reacted to produce the title compound as a yellow solid.

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-cabc5176c2064bd9a315e20982598b5e
Source dataset
uspto-grants-2010_06
Patent number
US07728014B2

Reaction notes

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