HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-tert-Butylphenylboronic acid → 7-(4-tert-Butylphenoxy)-isoquinoline-3-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-tert-Butylphenylboronic acid | HCID 2734320 | — |
| Reactant | 2-tert-butyl 3-methyl (3S)-7-hydroxy-1,2,3,4-tetrahydroisoquinoline-2,3-dicarboxylate | HCID 21311306 | — |
| Reactant | (3S)-7-(4-tert-butylphenoxy)-3,4-dihydro-1H-isoquinoline-2,3-dicarboxylic acid 2-tert-butyl ester 3-methyl ester | HCID 68869404 | — |
| Catalyst | Cupric acetate | HCID 8895 | — |
| Product | 7-(4-tert-Butylphenoxy)-isoquinoline-3-carboxylic acid | HCID 18457666 | — |
Reaction Steps
The above phenol (1.20 g, 3.91 mmol) was reacted with 4-(tert-butyl)phenylboronic acid (1.6 eq., 6.26 mmol, 1.11 g ), copper(II) acetate (1.0 eq. 3.91 mmol, 710 mg) as desribed in general procedure G. Flash column chromatography on silica (ethyl acetate/hexanes) provided 750 mg of the desired product, (3S)-7-(4-tert-butylphenoxy)-3,4-dihydro-1H-isoquinoline-2,3-dicarboxylic acid 2-tert-butyl ester 3-methyl ester.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07544699B2 |
| Source dataset | uspto-grants-2009_06 |
| ORD ID | ord-17d470ec93c3465cb6391bc7127f2980 |
| Source note | uspto-grants-2009_06 |