Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Triethylamine hydrochloride | HCID 11130 | — |
| Reactant | Sodium bicarbonate water | HCID 86585896 | — |
| Reactant | HCID 90097014 | HCID 90097014 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | HCID 74538749 | HCID 74538749 | — |
Reaction Steps
In 2-(4-chlorobenzyl)-8,8-dimethyl-1-oxo-7,9-dioxaspiro[4.5]decane-2-carboxylic acid methyl ester (2.0 g, 0.00546 mol), N,N-dimethylacetamide (2 mL), triethylamine (0.20 mL, 0.00546×0.3 mol), and triethylamine hydrochloride (1.13 g, 0.0546×1.5 mol) were added and stirred at 155° C. for 1.5 hours. In the reaction liquid, toluene and saturated sodium bicarbonate water were added, and the mixture was partitioned. After extracting the aqueous layer using toluene, the organic layer was dried using anhydrous sodium sulfate and concentrated. Thereafter, the dried and concentrated product was purified using a silica gel column, and a target product was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09206106B2 |
|---|
| Source dataset | uspto-grants-2015_12 |
|---|
| ORD ID | ord-020e8ed924944a05a35bbd7ba0a19c57 |
|---|
| Source note | uspto-grants-2015_12 |
|---|