Methyl 4-iodosalicylate → HCID 22619428, compound

HRID 840464Notes

Reaction equation

HRID 840464 reaction equation
[C:1]([C:3]([C:6]1[CH:15]=[CH:14][C:13]2[C:12]([CH3:17])([CH3:16])[CH2:11][CH2:10][C:9]([CH3:19])([CH3:18])[C:8]=2[CH:7]=1)([OH:5])[CH3:4])#[CH:2].[OH:20][C:21]1[CH:30]=[C:29](I)[CH:28]=[CH:27][C:22]=1[C:23]([O:25][CH3:26])=[O:24]>>[OH:20][C:21]1[CH:30]=[C:29]([C:2]#[C:1][C:3]([OH:5])([CH3:4])[C:6]2[CH:15]=[CH:14][C:13]3[C:12]([CH3:17])([CH3:16])[CH2:11][CH2:10][C:9]([CH3:19])([CH3:18])[C:8]=3[CH:7]=2)[CH:28]=[CH:27][C:22]=1[C:23]([O:25][CH3:26])=[O:24]

Participants

3

Reactant 2

HCID 11380407Methyl 4-iodosalicylateHCID 22116978HCID 22116978, compound

Product 1

HCID 22619428HCID 22619428, compound

Procedure

Following the basic procedure of Example 11(d), by reacting 2 g (7.8 mmol) of 1-ethynyl-1-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl) ethanol with 2.2 g (7.9 mmol) of methyl 2-hydroxy-4-iodobenzoate, there were obtained, after chromatography on a silica column eluted with a mixture of dichloromethane and heptane (50/50), 2.77 g (87%) of the expected ester, with a melting point of 110°-115° C.

Workup

  1. customthere were obtained
  2. washafter chromatography on a silica column eluted with a mixture of dichloromethane and heptane (50/50), 2.77 g (87%) of the expected ester, with a melting point of 110°-115° C.

Sources & evidence

ORD record
ord-62cdb28dcb61416698e7dd47defd6782
Source dataset
uspto-grants-2002_04
Patent number
US06368608B1

Reaction notes

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