HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 4-(2-Benzyloxyethyl)cyclohexanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | 8-[2-(Benzyloxy)ethyl]-1,4-dioxaspiro[4.5]decane | HCID 21879603 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | 4-(2-Benzyloxyethyl)cyclohexanone | HCID 21879605 | 97% |
Reaction Steps
8-(2-Benzyloxy-ethyl)-1,4-dioxa-spiro[4.5]decane (Intermediate A1) (1.02 g, 3.70 mmol) (obtained as described in: Ciufolini et. al. J. Amer. Chem. Soc. 1991, 113, 8016, incorporated herein by reference) was dissolved in acetone (100 mL):H2O (5 mL) and reacted with TsOH (140 mg, 0.74 mmol) at 45° C. for 5 h. After a standard aqueous work-up the material was purified by chromatography on SiO2 to give 4-(2-benzyloxy-ethyl)-cyclohexanone as a colorless oil (97%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07390829B2 |
| Source dataset | uspto-grants-2008_06 |
| ORD ID | ord-8fe7a4032e684f239d3441b70d04dbe7 |
| Source note | uspto-grants-2008_06 |