HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-fluoro-N,N-dimethylbenzamide → HCID 59560128, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-fluoro-N,N-dimethylbenzamide | HCID 141077 | — |
| Reactant | tert-Butyl 4-hydroxy-2-(hydroxymethyl)-2,3-dihydrobenzofuran-6-carboxylate | HCID 25067321 | — |
| Reactant | 6-(4-Methanesulfonyl-phenoxy)-2-methyl-2,3-dihydro-benzofuran-4-carboxylic acid methyl ester | HCID 59560437 | — |
| Product | HCID 59560128 | HCID 59560128 | — |
Reaction Steps
The title compound was prepared in a similar manner as described for Intermediate 1f, from 4-fluoro-N,N-dimethylbenzamide (989 mg, 5.91 mmol) and 4-hydroxy-2-hydroxymethyl-2,3-dihydro-benzofuran-6-carboxylic acid tert-butyl ester (200f) (1.500 g, 5.633 mmol) to give a white solid (154 mg, 7% yield). 1H NMR (400 MHz, CDCl3) δ 7.41 (d, J=8.59 Hz, 2 H) 7.20 (d, J=16.17 Hz, 2 H) 6.96 (d, J=8.59 Hz, 2 H) 4.87-5.03 (m, 1 H) 3.77-3.87 (m, 1 H) 3.71 (br. s., 1 H) 2.99-3.13 (m, 7 H) 2.90 (dd, J=16.55, 7.20 Hz, 1 H) 1.54 (s, 9 H); LCMS for C23H27NO6 m/z 358.20 (M-tBu+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07842713B2 |
| Source dataset | uspto-grants-2010_11 |
| ORD ID | ord-d1cf1d704fc54ea586f24776c0b545e2 |
| Source note | uspto-grants-2010_11 |