HuagongsheHuagongshe Chemistry Print Report · For research reference only
Butanoic acid, 2-bromo-, ethyl ester → Methyl 4-(4-(thiophene-2-sulfonamido)naphthalen-1-yloxy)butanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Butanoic acid, 2-bromo-, ethyl ester | HCID 79039 | — |
| Reactant | Tert-butyl 2-(4-(thiophene-2-sulfonamido)naphthalen-1-yloxy)acetate | HCID 46908189 | — |
| Product | Methyl 4-(4-(thiophene-2-sulfonamido)naphthalen-1-yloxy)butanoate | HCID 46908190 | 51.3% |
Reaction Steps
15b was synthesized according to the procedure for 15a except 15 eq. of ethyl bromobutanoate was used and reaction was carried out at 90° C. for 30 min×2. After flash chromatography, 43 mg product was obtained in the yield of 51.3%. 1H NMR (400 MHz, CDCl3) δ 7.84-7.79 (m, 1H), 7.77 (m, 1H), 7.62 (dd, J=5.0, 1.3 Hz, 1H), 7.58 (dd, J=3.8, 1.3 Hz, 1H), 7.44-7.36 (m, 2H), 7.14 (d, J=8.4 Hz, 0H), 7.00 (dd, J=5.0, 3.9 Hz, 1H), 6.44 (d, J=8.4 Hz, 1H), 4.15 (q, J=7.1 Hz, 1H), 3.31 (t, J=6.7 Hz, 1H), 2.52 (t, J=6.8 Hz, 1H), 2.11 (p, J=6.7 Hz, 1H), 1.25 (t, J=7.1 Hz, 4H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08466157B2 |
| Source dataset | uspto-grants-2013_06 |
| ORD ID | ord-02088bca221945b79c3f3332d5598d1b |
| Source note | uspto-grants-2013_06 |