HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → Prosta-5,13-dien-1-oic acid, 15-hydroxy-11,16,16-trimethyl-9-oxo-, (5Z,11α,13E,15R)-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 70392134 | HCID 70392134 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | Prosta-5,13-dien-1-oic acid, 15-hydroxy-11,16,16-trimethyl-9-oxo-, (5Z,11α,13E,15R)- | HCID 6917757 | — |
Reaction Steps
A solution of optically active (5Z,11alpha,13E,15R)-15-acetyloxy-11,16,16-trimethyl-9-oxoprosta-5,13-dien-1-oic acid methyl ester (3.2 g) in methanol (32 mL) was treated with 4N NaOH (6.4 mL) and stirred under argon for 20 hours. The solution was acidified with 2N HCl and the product recovered by ethyl acetate extraction. There was thus obtained 3.0 g (~100%) of crude optically active (5Z,11alpha,13E,15R)-15-hydroxy-11,16,16-trimethyl-9-oxoprosta-5,13-dien-1-oic acid as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04558140 |
| Source dataset | uspto-grants-1985_12 |
| ORD ID | ord-a0c38c7cd57d40efa72e9a44f783d8e5 |
| Source note | uspto-grants-1985_12 |