HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylcarbodiimide → HCID 22175123, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylcarbodiimide | HCID 12734 | — |
| Reactant | 3,3-Dimethylpentan-1-ol | HCID 4220190 | — |
| Reactant | 1,3,3-Trimethyl-5-oxocyclohexanecarboxylic acid | HCID 24975144 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 22175123 | HCID 22175123 | 56.7% |
Reaction Steps
1,5,5-trimethyl-3-oxo-1-cyclohexylcarboxylic acid (3.0 g) (M. S. Ziegler and R. M. Herbst, J. Org. Chem. 1951, 16, 920) was treated with 3,3-dimethylpentanol (1.84 g), DMAP (2.21 g) and 1,3-diisopropylcarbodiimide (2.17 g) in CH2Cl2 (80 mL) under standard coupling conditions to give 2.41 g (55% yield) of 3-(3,3-dimethylbutoxycarbonyl)-3,5,5-trimethylcyclohexanone. Mass spectrum (EI) indicated parent ion at m/e 268.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06706740B2 |
| Source dataset | uspto-grants-2004_03 |
| ORD ID | ord-0617f8bcb6ab49aaa9c36dc0ab84eaba |
| Source note | uspto-grants-2004_03 |