Tri-o-tolylphosphine → HCID 17935614, compound

HRID 1066922Notes

Reaction equation

HRID 1066922 reaction equation
[CH2:1]([O:3][C:4](=[O:22])[C:5]([OH:21])([C:17]([F:20])([F:19])[F:18])[CH2:6][C:7]([C:10]1[CH:15]=[CH:14][C:13](Br)=[CH:12][CH:11]=1)([CH3:9])[CH3:8])[CH3:2].[CH2:23](C([Sn])=C(CCCC)CCCC)[CH2:24]CC.[C:38]1(C)C=CC=C[C:39]=1P(C1C=CC=CC=1C)C1C=CC=CC=1C>CN(C)C=O>[CH2:1]([O:3][C:4](=[O:22])[C:5]([OH:21])([C:17]([F:20])([F:19])[F:18])[CH2:6][C:7]([CH3:9])([C:10]1[CH:15]=[CH:14][C:13]([CH:23]=[CH2:24])=[CH:12][CH:11]=1)[CH3:8])[CH3:2].[OH:21][C:5]([C:17]([F:19])([F:18])[F:20])([CH2:6][C:7]([CH3:8])([C:10]1[CH:11]=[CH:12][C:13]([CH:38]=[CH2:39])=[CH:14][CH:15]=1)[CH3:9])[C:4]([OH:3])=[O:22]

Participants

6

Reactant 3

HCID 80271Tri-o-tolylphosphineHCID 17935607HCID 17935607, compoundHCID 53438229Tri(butyl)vinyltin

Product 2

HCID 17935614HCID 17935614, compoundHCID 18551161HCID 18551161, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

By heating 4-(4-bromophenyl)-2-hydroxy-4-methyl-2-trifluoromethyl-valeric acid ethyl ester, tributylvinyltin, tri-o-tolylphosphine and bis-tri-o-tolylphosphine-palladium(II) chloride in dimethylformamide to 120° C., 2-hydroxy-4-methyl-2-trifluoromethyl-4-(4-vinylphenyl)-valeric acid ethyl ester, which provides the title compound, melting point 73-74° C., by alkaline saponification, is obtained.

Sources & evidence

ORD record
ord-88657ba57ef146728d12b1d08af241e9
Source dataset
uspto-grants-2001_06
Patent number
US06245804B1

Reaction notes

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