Tetrahydrofuran → Methyl 4-iodo-3-[2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)-1-propenyloxy]benzoate
Reaction equation
[CH3:1][O-:2].[Na+].[CH3:4][C:5]1([CH3:32])[CH2:14][CH2:13][C:12]([CH3:16])([CH3:15])[C:11]2[CH:10]=[C:9]([C:17]([CH2:19][O:20][C:21]3[CH:22]=[C:23]([CH:28]=[CH:29][C:30]=3[I:31])C(OC)=O)=O)[CH:8]=[CH:7][C:6]1=2.[Br-].[CH3:34]P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.C1C[O:57][CH2:56]C1>>[I:31][C:30]1[CH:29]=[CH:28][C:23]([C:1]([O:57][CH3:56])=[O:2])=[CH:22][C:21]=1[O:20][CH:19]=[C:17]([C:9]1[CH:8]=[CH:7][C:6]2[C:5]([CH3:32])([CH3:4])[CH2:14][CH2:13][C:12]([CH3:16])([CH3:15])[C:11]=2[CH:10]=1)[CH3:34]Participants
5
Reactant 4
Product 1
Procedure
Sodium methoxide (0.62 ml, 3.28 mmol) is added over 8 hours to a mixture of methyl 3-[(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthoyl)methyloxy]-4-iodobenzoate (1.66 g, 3.28 mmol) and methyltriphenylphosphine bromide (1.63 g, 4.56 mmol) in THF (40 ml).
Sources & evidence
- ORD record
- ord-3b24507fe1e645c7ad9c224348355fea
- Source dataset
- uspto-grants-1999_11
- Patent number
- US05981776
Reaction notes
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