Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Benzoyl chloride, 3,4,5-trimethoxy- | HCID 78282 | — |
| Reactant | HCID 19899203 | HCID 19899203 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 21781558 | HCID 21781558 | — |
Reaction Steps
A solution of 2.86 g of 3,4,5-trimethoxybenzoyl chloride in 35 ml of chloroform is slowly added to a 3.85 g solution of 2-(RS)-(2-aminoethyl)-2,3-dihydro-5-benzyloxy-4,6,7-trimethyl-benzofurane in 35 ml of chloroform and 2.0 ml of triethylamine. After stirring for one hour at room temperature, 1 M hydrochloric acid is added and the organic phase is separated and washed in a sodium bicarbonate solution, dried and evaporated. 4.42 g of--a white solid are obtained that is purified by crystallization from ethanol/ethyl acetate. m.p. 171°-173° C. IR(KBr): 3271 (νN--H), 1684, 1545 cm-1 (νCONH); 1H-NMR (CDCl3): δ7.4-7.2 (5H,m), 7.0 (2H,s), 6.8 (1H,t), 5.1-4.7 (1H,m), 4.7 (2H,s), 3.8 (9H,s), 3.8-3.4 (2H,m), 3.2-2.7 (2H,m), 2.2 (6H,s), 2.1 (3H,s), 2.1-1.8 (2H,m).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05114966 |
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| Source dataset | uspto-grants-1992_05 |
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| ORD ID | ord-34392900b248461c9130a23990ea42ac |
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| Source note | uspto-grants-1992_05 |
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