HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 59570198, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Morpholinecarbonyl chloride | HCID 84810 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 3-Hydroxy-5-(propan-2-yl)benzaldehyde | HCID 57447714 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 59570198 | HCID 59570198 | 24% |
Reaction Steps
To a stirring solution of 91.9 mg (0.634 mmol) of 3-hydroxy-5-isopropylbenzaldehyde in 5 mL of CH2Cl2 at r.t. was added 220 μL (1.92 mmol) of 4-morpholinecarbonyl chloride and 0.5 mL (3.59 mmol) of Et3N. After 3 h, sat. NaHCO3 (15 mL) was added, and the aqueous layer was extracted with CHCl3. The organic layer was washed with brine, dried over Na2SO4, filtered, and concentrated. Purification by flash silica gel chromatography (20% EtOAc/hexanes) provided 38.8 mg of 3-formyl-5-isopropylphenyl morpholine-4-carboxylate as a yellow oil in 24% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08299267B2 |
| Source dataset | uspto-grants-2012_10 |
| ORD ID | ord-7448569029574273b4f26fcce7c349df |
| Source note | uspto-grants-2012_10 |