Tributylphosphine → HCID 54234722, compound

HRID 488432Notes

Reaction equation

HRID 488432 reaction equation
[C:1]1([C:7]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][N:12]=2)=[CH:8][CH2:9][OH:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(P(CCCC)CCCC)CCC.[CH2:30]([O:32][C:33](=[O:46])[CH:34]([O:43][CH2:44][CH3:45])[CH2:35][C:36]1[CH:41]=[CH:40][C:39](O)=[CH:38][CH:37]=1)[CH3:31]>>[CH2:30]([O:32][C:33](=[O:46])[CH:34]([O:43][CH2:44][CH3:45])[CH2:35][C:36]1[CH:41]=[CH:40][C:39]([O:10][CH2:9][CH:8]=[C:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][N:12]=2)=[CH:38][CH:37]=1)[CH3:31]

Participants

4

Reactant 3

HCID 13831TributylphosphineHCID 11791243Ethyl 2-ethoxy-3-(4-hydroxyphenyl)propanoateHCID 54134277HCID 54134277, compound

Product 1

HCID 54234722HCID 54234722, compoundYield 100.4%

Procedure

Reaction of 3-phenyl-3-(pyridin-2-yl)-prop-2-en-1-ol (320 mg, 1.5 mmol), tributylphosphine (0.42 mL, 1.6 mmol), 2-ethoxy-3-(4-hydroxy-phenyl)-propionic acid ethyl ester (380 mg, 1.6 mmol) and azodicarboxylic dipiperidide (403 mg, 1.6 mmol) in an identical manner to Example 3 gave the title compound (650 mg).

Sources & evidence

ORD record
ord-9768a094c751494c8999d0ce86dde7a6
Source dataset
uspto-grants-2005_12
Patent number
US06972294B1

Reaction notes

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