Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Potassium Bromide | HCID 253877 | — |
| Reactant | Ethylacetate methanol | HCID 21584119 | — |
| Reactant | HCID 53730671 | HCID 53730671 | — |
| Solvent | Formic Acid | HCID 284 | — |
| Product | HCID 131723494 | HCID 131723494 | — |
Reaction Steps
The title compound was prepared, as a white solid (0.229 g, 47%) from N-dodecyl-3-(2-fluorophenyl) 5-(4-methoxyphenyl)-4-(2-hydroxyethoxy)benzamide using a procedure similar to step 3 of example 1. The product was purifed by preparatory plate chromatography (4% Methanol/EtOAc) followed by flash chromatography (15% EtOAc/Hex and 20% EtOAC/Hex, both with 1% formic acid); 1H NMR (400 MHz, DMSO-d6) δ 0.84 (t, J=6.8 Hz, 3H), 1.17-1.27 (m, 18H), 1.44-1.51 (m, 2H), 3(dd, J=6.8, 13.0 Hz, 2H), 3.78 (s, 3H), 3.81 (s, 2H), 6.99-7.02 (m, 2H), 7.23- (m, 2H), 7.42-7.47 (m, 2H), 7.50-7.57 (m, 2H), 7.71 (d, J=2.2 Hz, 1H), 7.84 (d, J=2.4 Hz, 1H), 8.47 (t, J=5.5, 1H), 12.48 (broad s, 1H); IR (KBr) 3375, 2925, 2850, 1730, 1615, 1200 cm−1; mass spectrum [(+)ESI], m/z 564 (M+H)+; Anal. Calcd. for C34H42FNO5: C, 72.44; H, 7.51; N, 2.48, Found, C, 72.48; H, 7.67; N, 2.46.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06451827B2 |
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| Source dataset | uspto-grants-2002_09 |
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| ORD ID | ord-1a133c77a5a44803880b8be15716523f |
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| Source note | uspto-grants-2002_09 |
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