HuagongsheHuagongshe Chemistry Print Report · For research reference only
Aluminium lithium hydride → 2-(5-Chloro-1-benzothiophene-3-yl)ethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | Ethyl 5-chlorobenzo[B]thiophene-3-acetate | HCID 23614457 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-(5-Chloro-1-benzothiophene-3-yl)ethanol | HCID 23614440 | — |
Reaction Steps
To a stirred suspension of LiAlH4 (200 mg, excess) in THF at 0° C., ethyl(5-chloro-1-benzothiophene-3-yl)acetate (1.27 g, 5 mmol) in THF (20 mL) was added slowly. After the addition, the reaction mixture was stirred at room temperature for 1 hr and quenched with saturated NH4Cl solution. The product was extracted with chloroform and washed well with water. It was dried over anhydrous MgSO4; filtered and concentrated. The product, 2-(5-chloro-1-benzothiophene-3-yl)ethanol, was obtained as white oil, was pure enough and taken to the next step without purification. Yield: 920 mg (86%); 213 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07235569B2 |
| Source dataset | uspto-grants-2007_06 |
| ORD ID | ord-bb1526c6fb034ac1a0fb8429ab644acd |
| Source note | uspto-grants-2007_06 |