Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 18182749 | HCID 18182749 | — |
| Catalyst | Sulfuric Acid | HCID 1118 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 9869745 | HCID 9869745 | 85% |
Reaction Steps
The compound from Step A (0.587 g, 1.2 mmol) was dissolved in glacial acetic acid (7.0 ml) and concentrated H2SO4 (1 drop) was added. The mixture was heated for 20 min at 75° C. with stirring. The reaction was neutralized with NaHCO3 (10.5 g in 25 ml of water) and extracted with methyl t-butyl ether (3×25 ml), evaporated and dried under high vacuum. The residue was chromatographed on silica gel with acetone/hexane (1:2) to give 0.407 g (85%) of the title compound. 1H-NMR (400 MHz, CDCl3) δH 0.77 (3H, d, CH3), 0.83 (3H, d, CH3), 1.47 (3H, s, CH3), 1.55 (2H, m, NCH2CH2CH2), 1.76 (4H, m, NCH2CH2CH2), 2.72 (4H, br, NCH2CH2CH2), 2.95 (2H, t, OCH2CH2N), 3.11 (3H, s, CH3), 4.24 (2H, t, OCH2CH2N), 6.87-8.78 (10H, ArH).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06599921B2 |
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| Source dataset | uspto-grants-2003_07 |
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| ORD ID | ord-9f594dec6fcd4abe8c1e9d7feeb52bcb |
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| Source note | uspto-grants-2003_07 |
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