HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → 2-(1-Tert-butoxycarbonyl-5-oxo-azepan-4-YL)acetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 4-Ethoxycarbonylmethyl-5-oxo-azepane-1,4-dicarboxylic acid 1-tert-butyl ester 4-ethyl ester | HCID 86686053 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-(1-Tert-butoxycarbonyl-5-oxo-azepan-4-YL)acetic acid | HCID 83489000 | 65.6% |
Reaction Steps
23.3 g sodium hydroxide in 218 mL water was added to 38 g 4-ethoxycarbonylmethyl-5-oxo-azepane-1,4-dicarboxylic acid 1-tert-butyl ester 4-ethyl ester in 155 mL THF. The reaction was stirred over night at RT, THF was removed and the mixture was extracted with dichlormethane. The aqueous part was acidified with 3M HCl to pH 3 at 0° C. The aqueous solution was extracted with dichloromethane, dried over magnesium sulfate, concentrated under reduced pressure to give 18.2 g of the desired product. (M+H)+=272
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08642774B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-0e0c6f6c2aab4b7684b45f69e503a4b2 |
| Source note | uspto-grants-2014_02 |