Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 70204886 | HCID 70204886 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 70197424 | HCID 70197424 | 86% |
Reaction Steps
HCl (4 N in dioxane, 1.5 mL, 6 mmol) was added to a room temp[erature, stirred solution of phosphoric acid di-tert-butyl ester 2,6-dibromo-4-(6-bromo-benzo [b]naphtho[2,3-d]thiophen-11-yl)-phenyl ester (0.290 g, 0.384 mmol) in dioxane (6 mL). After 4.5 h, the solvent was removed and the solid was triturated with ether, petroleum ether and dried in vacuo to provide the title compound as a white solid (0.220, 86%): NMR (DMSO-d6); δ8.29 (d, J=8 Hz, 1 H), 8.08 (d, J=8 Hz, 1 H), 7.83 (s, 2 H), 7.80 (ddd, J=8, 7, 1 Hz, 1 H), 7.64 (ddd, J=8, 7, 1 Hz, 1 H), 7.56-7.51 (m, 2 H), 7.26 (ddd, J=8, 7, 1 Hz, 1 H), 6.71 (d, J=8 Hz, 1 H); MS (+FAB): [M+], 3 bromine isotope pattern, 640, 642, 644, 646; Anal. Calc. for C22H12Br3O4PS: C, 41.09, H, 1.88, N, 0.00. Found: C, 41.71, H, 2.22, N, 0.07.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06110962 |
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| Source dataset | uspto-grants-2000_08 |
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| ORD ID | ord-2c171d899dde47909e550d1a19a1edc5 |
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| Source note | uspto-grants-2000_08 |
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