Methyl 4-iodosalicylate → HCID 70231312, compound

HRID 618493Notes

Reaction equation

[C:1]12([C:11]3[CH:20]=[C:19]4[C:14]([CH:15]=[CH:16][C:17](B(O)O)=[CH:18]4)=[CH:13][C:12]=3[O:24][CH2:25][O:26][CH2:27][CH2:28][O:29][CH3:30])[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2.[OH:31][C:32]1[CH:41]=[C:40](I)[CH:39]=[CH:38][C:33]=1[C:34]([O:36][CH3:37])=[O:35]>>[OH:31][C:32]1[CH:41]=[C:40]([C:17]2[CH:16]=[CH:15][C:14]3[C:19](=[CH:20][C:11]([C:1]45[CH2:10][CH:5]6[CH2:4][CH:3]([CH2:9][CH:7]([CH2:6]6)[CH2:8]4)[CH2:2]5)=[C:12]([O:24][CH2:25][O:26][CH2:27][CH2:28][O:29][CH3:30])[CH:13]=3)[CH:18]=2)[CH:39]=[CH:38][C:33]=1[C:34]([O:36][CH3:37])=[O:35]

Participants

Reactant 2

HCID 11380407Methyl 4-iodosalicylate

HCID 56991437HCID 56991437, compound

Product 1

HCID 70231312HCID 70231312, compoundYield 81.3%

Procedure

Following the procedure of Example 1(c), but reacting 2.25 g (5.5 mmol) of 7-(1-adamantyl)-6-methoxyethoxymethoxy-2-naphthylboronic acid with 1.39 g (5 mmol) of methyl 2-hydroxy-4-iodobenzoate, 2.1 g (81%) of the expected ester were obtained, which ester had a melting point of 101°-2° C.

Sources & evidence

ORD record: ord-ad089fa751094caa81088ab2dd0f5c43
Source dataset: uspto-grants-1999_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05952382

Reaction notes

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