Methyl 4-iodosalicylate → HCID 22619461, compound

HRID 861806Notes

Reaction equation

HRID 861806 reaction equation
[C:1]([CH:3]([C:5]1[CH:10]=[CH:9][C:8]([O:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])=[C:7]([C:18]([CH3:21])([CH3:20])[CH3:19])[CH:6]=1)[OH:4])#[CH:2].O[C:23]1[CH:32]=[C:31](I)[CH:30]=[CH:29][C:24]=1[C:25]([O:27][CH3:28])=[O:26]>>[OH:4][CH:3]([C:5]1[CH:10]=[CH:9][C:8]([O:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])=[C:7]([C:18]([CH3:20])([CH3:19])[CH3:21])[CH:6]=1)[C:1]#[C:2][C:31]1[CH:30]=[CH:29][C:24]([C:25]([O:27][CH3:28])=[O:26])=[CH:23][CH:32]=1

Participants

3

Reactant 2

HCID 11380407Methyl 4-iodosalicylateHCID 22619443HCID 22619443, compound

Product 1

HCID 22619461HCID 22619461, compoundYield 71.7%

Procedure

Following the basic procedure of Example 11(d), by reacting 3.8 g (13.2 mmol) of α-ethynyl-3-tert-butyl-4-(hexyloxy)benzenemethanol with 3.7 g (13.7 mmol) of methyl 2-hydroxy-4-iodobenzoate, 4 g (69%) of methyl 4-[3-hydroxy-3-(3-tert-butyl-4-hexyloxyphenyl)-1-propynyl]benzoate were obtained in the form of a dark brown oil.

Sources & evidence

ORD record
ord-0279da2731f8478e922ffc05a4b762e7
Source dataset
uspto-grants-1998_02
Patent number
US05716624

Reaction notes

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