HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 68491896, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | N,N,N',N'-Tetramethylethylenediamine | HCID 8037 | — |
| Reactant | 3-chloro-4-methoxymethoxy-N-(1-methyl-1-phenylethyl)benzamide | HCID 68489070 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68491896 | HCID 68491896 | 98.1% |
Reaction Steps
In a similar manner to Step 2 of Example 16, 3-chloro-4-methoxymethoxy-N-(1-methyl-1-phenylethyl)benzamide (2.83 g, 8.48 mmol) was dissolved in THF (110 mL), and the solution was treated with TMEDA (4.10 mL, 27.2 mmol), sec-butyl lithium-hexane solution (1.01 mol/L, 27.0 mL, 27.2 mmol) and DMF (1.40 mL, 18.1 mmol), followed by purification by flash column chromatography (chloroform/methanol=100/0 to 97/3) to obtain 4-chloro-5-methoxymethoxy-3-hydroxy-2-(1-methyl-1-phenylethyl)isoindolinone (3.01 g, yield 98%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07745641B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-941472ff682f42a9802c9787091ea640 |
| Source note | uspto-grants-2010_06 |