HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium borohydride → 4-Hydroxy-cyclopent-2-ene-1,2-dicarboxylic acid dimethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | 1,2-Dimethyl 4-oxo-2-cyclopentene-1,2-dicarboxylate | HCID 59165463 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 4-Hydroxy-cyclopent-2-ene-1,2-dicarboxylic acid dimethyl ester | HCID 59165443 | 93.1% |
Reaction Steps
To a cold solution (−30° C.) of compound 26 (3.18 g, 16.1 mmol) dissolved in MeOH (23 mL), NaBH4 (0.66 g, 17.5 mmol) was added. After nine minutes the excess of NaBH4 was destroyed by adding brine (80 mL). The mixture was concentrated and extracted with ethyl acetate (4×80 mL). The organic phases were dried, filtrated and concentrated and gave the title compound (3.0 g, 92%) as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07700552B2 |
| Source dataset | uspto-grants-2010_04 |
| ORD ID | ord-766fa764f74d42e29bf13f48c3178ec6 |
| Source note | uspto-grants-2010_04 |