Triphenylphosphine → HCID 67058169, compound

HRID 1515109Notes

Reaction equation

HRID 1515109 reaction equation
[CH2:1]([O:3][C@H:4]([C:10]1[CH:15]=[CH:14][C:13]([OH:16])=[CH:12][CH:11]=1)[CH2:5][C:6]([O:8][CH3:9])=[O:7])[CH3:2].[CH2:17]([C:19]1[CH:27]=[CH:26][CH:25]=[C:24]2[C:20]=1[CH2:21][CH2:22][CH:23]2O)[CH3:18].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(C)C=CC=CC=1.N(C(OCC)=O)=NC(OCC)=O>O1CCCC1>[CH2:1]([O:3][C@H:4]([C:10]1[CH:15]=[CH:14][C:13]([O:16][CH:23]2[C:24]3[C:20](=[C:19]([CH2:17][CH3:18])[CH:27]=[CH:26][CH:25]=3)[CH2:21][CH2:22]2)=[CH:12][CH:11]=1)[CH2:5][C:6]([O:8][CH3:9])=[O:7])[CH3:2]

Participants

6

Reactant 4

HCID 11776TriphenylphosphineHCID 62391057HCID 62391057, compound2×HCID 66777355Diethylazodicarboxylate tolueneHCID 67058177HCID 67058177, compound

Product 1

HCID 67058169HCID 67058169, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
50 °C

Procedure

Methyl (3S)-3-ethoxy-3-(4-hydroxyphenyl)propionate (100 mg, 0.446 mmol) produced in Example 41 (41C) and 4-ethylindan-1-ol (109 mg, 0.669 mmol) synthesized in (44B) were dissolved in tetrahydrofuran (10 mL), and triphenylphosphine (178 mg, 0.680 mmol) and a 40% diethyl azodicarboxylate toluene solution (309 μL, 0.680 mmol) were added thereto at room temperature, and then, the resulting mixture was stirred under a nitrogen atmosphere at 50° C. for 4 hours.

Sources & evidence

ORD record
ord-9eb2c92276f14432a9221188d7aef7f2
Source dataset
uspto-grants-2012_07
Patent number
US08222281B2

Reaction notes

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