Tributylphosphine → HCID 69775197, compound

HRID 488452Notes

Reaction equation

HRID 488452 reaction equation
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[CH:11]=[CH:10][C:9]([C:12]([C:16]2[CH:21]=[CH:20][C:19]([C:22]3[O:23][CH:24]=[CH:25][CH:26]=3)=[CH:18][CH:17]=2)=[CH:13][CH2:14][OH:15])=[CH:8][CH:7]=1.C(P(CCCC)CCCC)CCC.[CH2:40]([O:42][C:43](=[O:56])[C@@H:44]([O:53][CH2:54][CH3:55])[CH2:45][C:46]1[CH:51]=[CH:50][C:49](O)=[CH:48][CH:47]=1)[CH3:41]>C1C=CC=CC=1>[CH2:40]([O:42][C:43](=[O:56])[C@@H:44]([O:53][CH2:54][CH3:55])[CH2:45][C:46]1[CH:51]=[CH:50][C:49]([O:15][CH2:14][CH:13]=[C:12]([C:16]2[CH:21]=[CH:20][C:19]([C:22]3[O:23][CH:24]=[CH:25][CH:26]=3)=[CH:18][CH:17]=2)[C:9]2[CH:8]=[CH:7][C:6]([C:2]3[O:1][CH:5]=[CH:4][CH:3]=3)=[CH:11][CH:10]=2)=[CH:48][CH:47]=1)[CH3:41]

Participants

5

Reactant 3

HCID 13831TributylphosphineHCID 9816147Ethyl (2S)-2-ethoxy-3-(4-hydroxyphenyl)propanoateHCID 22270296HCID 22270296, compound

Product 1

HCID 69775197HCID 69775197, compoundYield 72%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

Reaction of 3,3-bis-(4-furan-2-yl-phenyl)-prop-2-en-1-ol (460 mg, 1.34 mmol), tributylphosphine (0.50 ml, 2.0 mmol), (2S)-2-ethoxy-3-(4-hydroxy-phenyl)-propionic acid ethyl ester (320 mg, 1.34 mmol) and azodicarboxylic dipiperidide (504 mg, 2.0 mmol) in benzene in an identical manner to example 3 gave the title compound (541 mg, 72%).

Sources & evidence

ORD record
ord-f6f40cafce674a30ab250552f90c200b
Source dataset
uspto-grants-2005_12
Patent number
US06972294B1

Reaction notes

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