Triphenylphosphine → HCID 54077849, compound

HRID 488431Notes

Reaction equation

[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]([C:13]2[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=2)=[CH:10][CH2:11][OH:12])=[CH:5][CH:4]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[CH2:40]([O:42][C:43](=[O:56])[CH: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].CCOC(/N=N/C(OCC)=O)=O>>[CH2:40]([O:42][C:43](=[O:56])[CH:44]([O:53][CH2:54][CH3:55])[CH2:45][C:46]1[CH:51]=[CH:50][C:49]([O:12][CH2:11][CH:10]=[C:9]([C:6]2[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:8][CH:7]=2)[C:13]2[CH:14]=[CH:15][C:16]([O:19][CH3:20])=[CH:17][CH:18]=2)=[CH:48][CH:47]=1)[CH3:41]

Participants

Reactant 4

HCID 11776Triphenylphosphine

HCID 5462977Diethyl azodicarboxylate

HCID 11791243Ethyl 2-ethoxy-3-(4-hydroxyphenyl)propanoate

HCID 22270309HCID 22270309, compound

Product 1

HCID 54077849HCID 54077849, compoundYield 22.9%

Procedure

Reaction of 3,3-bis(4-methoxy-phenyl)-prop-2-en-1-ol (216 mg, 0.8 mmol), triphenylphosphine (240 mg, 0.9 mmol), 2-ethoxy-3-(4-hydroxy-phenyl)-propionic acid ethyl ester (240 mg, 1.0 mmol) and diethylazodicarboxylate (0.11 mL, 0.9 mmol) in an identical manner to Example 1 gave the title compound (90 mg).

Sources & evidence

ORD record: ord-b19203d4c0e84d889b6a44e3ea8c3163
Source dataset: uspto-grants-2005_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06972294B1

Reaction notes

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