HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → HCID 68508615, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | Glycolic Acid | HCID 757 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 86645307 | HCID 86645307 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 68508615 | HCID 68508615 | 43.5% |
Reaction Steps
To a solution of glycolic acid (33 mg, 0.43 mmol) and DIPEA (146 μL, 0.85 mmol) in DMF (5 mL) is added EDC (82 mg, 0.43 mmol) followed by HOBt (58 mg, 0.43 mmol). The reaction mixture is stirred at rt for 10 min before adding Intermediate 12 (100 mg, 0.28 mmol). Stirring is continued for 18 h and the reaction mixture is then diluted with EtOAc, washed with sat. aq. NaHCO3, dried over MgSO4, filtered and evaporated. The residue is purified by prep. TLC (eluting with DCM/7M NH3 in MeOH 10:1) to give the title compound (50 mg) as a yellow solid; tR=1.05 min; [M+H]+=411.75.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08299086B2 |
| Source dataset | uspto-grants-2012_10 |
| ORD ID | ord-4cd5d0e822264de6a90443977a406433 |
| Source note | uspto-grants-2012_10 |