Methyl 4-iodobenzoate → Methyl 4-[7-(1-adamantyl)-6-benzyloxy-2-naphthyl]benzoate

HRID 618487Notes

Reaction equation

HRID 618487 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][CH:29]=[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.I[C:33]1[CH:42]=[CH:41][C:36]([C:37]([O:39][CH3:40])=[O:38])=[CH:35][CH:34]=1>>[C:1]12([C:11]3[CH:20]=[C:19]4[C:14]([CH:15]=[CH:16][C:17]([C:33]5[CH:42]=[CH:41][C:36]([C:37]([O:39][CH3:40])=[O:38])=[CH:35][CH:34]=5)=[CH:18]4)=[CH:13][C:12]=3[O:24][CH2:25][C:26]3[CH:31]=[CH:30][CH:29]=[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

Participants

3

Reactant 2

HCID 69273Methyl 4-iodobenzoateHCID 220003137-(1-Adamantyl)-6-benzyloxy-2-naphthylboronic acid

Product 1

HCID 22000300Methyl 4-[7-(1-adamantyl)-6-benzyloxy-2-naphthyl]benzoateYield 33.5%

Procedure

Following the procedure of Example 1(c), but reacting 1.5 g (3.6 mmol) of 7-(1-adamantyl)-6-benzyloxy-2-naphthylboronic acid with 500 mg (1.9 mmol) of methyl 4-iodobenzoate, 320 mg (33%) of the compound were obtained, which compound had a melting point of 170°-3° C.

Sources & evidence

ORD record
ord-44fbc64ee8794188a119649a305c5468
Source dataset
uspto-grants-1999_09
Patent number
US05952382

Reaction notes

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