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Styrene → HCID 20253494, compound

HRID 1476011
Notes
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Reaction equation

HRID 1476011 reaction equation
[PH2:1](=[O:3])[OH:2].[CH2:4]=[CH:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1>C(#N)C.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.[Pd].C1(P(C2C=CC=CC=2)C2C3OC4C(=CC=CC=4P(C4C=CC=CC=4)C4C=CC=CC=4)NC=3C=CC=2)C=CC=CC=1>[C:6]1([CH2:5][CH2:4][P:1]([OH:2])[OH:3])[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1
ParticipantsProcedureSources & evidenceReaction notes

Participants

6

Reactant 2

HCID 7501StyreneHCID 4124402Phosphinic Acid

Product 1

HCID 20253494HCID 20253494, compoundYield 94.2%

Reagents, catalysts & solvents 3

HCID 32553464,6-Bis(diphenylphosphino)-10H-phenoxazineCatalystHCID 6505921(1E,4E)-1,5-diphenylpenta-1,4-dien-3-one; palladiumCatalyst

Procedure

Example 1 is repeated with 99 g of phosphinic acid, 156 g of styrene, 8.7 mg of bis(dibenzylideneacetone)palladium and 5.7 mg of 4,6-bis(diphenylphosphino)-phenoxazine in 400 g of acetonitrile to obtain 240 g (94% of theory) of 2-phenyl-ethylphosphonous acid.

Sources & evidence

ORD record
ord-36efe554c4ba43e1bddce302c6096631
Source dataset
uspto-grants-2015_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09018413B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes
HCID 6342
Acetonitrile
Solvent