HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 50898815, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | HCID 131728745 | HCID 131728745 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 50898815 | HCID 50898815 | — |
Reaction Steps
The title compound was synthesized from (1aR,5aR)-1a,2,5,5a-tetrahydro-1H-2-aza-cyclopropa[α]pentalene-3-carboxylic acid ethyl ester (115 mg, 0.6 mmol) and lithium hydroxide (252 mg, 6.0 mmol in 5 mL water) according to General Procedure 7. A 1:1 mixture of methanol (MeOH) and THF (10 mL) was used. The resulting product was purified by chromatography eluting with heptane-EtOAc, gradient 0 to 50% EtOAc. 27 mg. 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 0.31-0.39 (m, 1H), 1.06-1.16 (m, 1H), 2.04-2.19 (m, 2H), 2.63 (d, J=15.67 Hz, 1H), 2.84 (dd, J=15.62, 6.35 Hz, 1H), 6.73 (s, 1H), 8.97 (br. s, 1H). LCMS m/e 164 (M+H). Purity>85% (HPLC).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07902252B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-73e8ed3ce1914980b96f1d83c50670bc |
| Source note | uspto-grants-2011_03 |