N,N,N',N'-Tetramethylazodicarboxamide → HCID 69459610, compound

HRID 852387Notes

Reaction equation

HRID 852387 reaction equation
[CH2:1]([O:3][C:4](=[O:17])[C:5]([O:8][C:9]1[CH:14]=[CH:13][C:12]([OH:15])=[CH:11][C:10]=1[CH3:16])([CH3:7])[CH3:6])[CH3:2].[F:18][C:19]([F:33])([F:32])[C:20]1[CH:21]=[C:22]([C:26]#[C:27][CH2:28][CH2:29][CH2:30]O)[CH:23]=[CH:24][CH:25]=1.CN(C)C(N=NC(N(C)C)=O)=O.C(P(CCCC)CCCC)CCC>>[CH2:1]([O:3][C:4](=[O:17])[C:5]([CH3:6])([O:8][C:9]1[CH:14]=[CH:13][C:12]([O:15][CH2:30][CH2:29][CH2:28][C:27]#[C:26][C:22]2[CH:23]=[CH:24][CH:25]=[C:20]([C:19]([F:18])([F:32])[F:33])[CH:21]=2)=[CH:11][C:10]=1[CH3:16])[CH3:7])[CH3:2]

Participants

5

Reactant 4

HCID 4278N,N,N',N'-TetramethylazodicarboxamideHCID 13831TributylphosphineHCID 16756990Ethyl 2-(4-hydroxy-2-methylphenoxy)-2-methylpropanoateHCID 68454827HCID 68454827, compound

Product 1

HCID 69459610HCID 69459610, compound

Procedure

In analogy to the procedure described for example 21A], 2-(4-hydroxy-2-methyl-phenoxy)-2-methyl-propionic acid ethyl ester (described in WO 02/092590) was reacted with 5-(3-trifluoromethyl-phenyl)-pent-4-yn-1-ol in the presence of N,N,N′,N′-tetramethyl azodicarboxamide and tributylphosphine to give the title compound as colorless oil.

Sources & evidence

ORD record
ord-fd5c7af70b134613bc859c51e4fd5c8e
Source dataset
uspto-grants-2007_08
Patent number
US07253192B2

Reaction notes

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