Boronic Acid → 7-(1-Adamantyl)-6-tert-butyldimethylsilyloxy-2-naphthylboronic acid

HRID 1144

Reaction equation

HRID 1144 reaction equation
[C:1]12([C:11]3[CH:20]=[C:19]4[C:14]([CH:15]=[CH:16][C:17](Br)=[CH:18]4)=[CH:13][C:12]=3[O:22][Si:23]([C:26]([CH3:29])([CH3:28])[CH3:27])([CH3:25])[CH3:24])[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2.[BH:30]([OH:32])[OH:31]>>[C:1]12([C:11]3[CH:20]=[C:19]4[C:14]([CH:15]=[CH:16][C:17]([B:30]([OH:32])[OH:31])=[CH:18]4)=[CH:13][C:12]=3[O:22][Si:23]([C:26]([CH3:29])([CH3:28])[CH3:27])([CH3:25])[CH3:24])[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 61668Boronic AcidHCID 196946817-(1-Adamantyl)-6-tert-butyldimethylsilyloxy-2-bromonaphthalene

Product 1

HCID 196946657-(1-Adamantyl)-6-tert-butyldimethylsilyloxy-2-naphthylboronic acid

Procedure

Following the basic procedure of Example 7(e), beginning with 11.9 g (25.4 mmol) of 7-(1-adamantyl)-6-tert-butyldimethylsilyloxy-2-bromonaphthalene, 8.37 g (75%) of the expected boronic acid of melting point 221°-222° C. were obtained.

Workup

  1. customwere obtained

Sources & evidence

ORD record
ord-3150c5b19251400f94abae6bc2510c0b
Source dataset
uspto-grants-1998_03
Patent number
US05723499

Linked notes

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