Methyl 4-iodosalicylate → HCID 22000377, compound

HRID 618489Notes

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][C:26]3[CH:31]=[CH:30][C:29]([F:32])=[CH:28][CH:27]=3)[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2.[OH:33][C:34]1[CH:43]=[C:42](I)[CH:41]=[CH:40][C:35]=1[C:36]([O:38][CH3:39])=[O:37]>>[OH:33][C:34]1[CH:43]=[C:42]([C:17]2[CH:16]=[CH:15][C:14]3[C:19](=[CH:20][C:11]([C:1]45[CH2:8][CH:7]6[CH2:6][CH:5]([CH2:4][CH:3]([CH2:9]6)[CH2:2]4)[CH2:10]5)=[C:12]([O:24][CH2:25][C:26]4[CH:27]=[CH:28][C:29]([F:32])=[CH:30][CH:31]=4)[CH:13]=3)[CH:18]=2)[CH:41]=[CH:40][C:35]=1[C:36]([O:38][CH3:39])=[O:37]

Participants

Reactant 2

HCID 11380407Methyl 4-iodosalicylate

HCID 22000338HCID 22000338, compound

Product 1

HCID 22000377HCID 22000377, compoundYield 78%

Procedure

Following the procedure of Example 1(c), but reacting 560 mg (1.41 mmol) of 7-(1-adamantyl)-6-(4-fluorobenzyl)oxy-2-naphthylboronic acid with 330 mg (1.17 mmol) of methyl 2-hydroxy-4-iodobenzoate, 490 mg (78%) of the expected ester were obtained, which ester had a melting point of 189°-91° C.

Sources & evidence

ORD record: ord-07890b4d9c4e463597d5653818d4e68e
Source dataset: uspto-grants-1999_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05952382

Reaction notes

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