HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 420569Generated: October 30, 2026
Diethyl Ether → 2-[4-(5-Bromothiazole-2-yl)-2,6-dimethyl piperazine-1-yl]ethanol
https://huagongshe.com/reaction/420569
Participants
| Role | Name | HCID | Charge |
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| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Diisobutylaluminumhydride | HCID 21225700 | — |
| Reactant | [4-(5-Bromothiazole-2-yl)-2,6-dimethyl piperazine-1-yl]acetic acid methyl ester | HCID 66657554 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-[4-(5-Bromothiazole-2-yl)-2,6-dimethyl piperazine-1-yl]ethanol | HCID 66657806 | 71.4% |
Reaction Steps
To a solution of [4-(5-bromothiazole-2-yl)-2,6-dimethyl piperazine-1-yl]acetic acid methyl ester (20.1 g) in tetrahydrofuran (300 mL) was added dropwise diisobutyl aluminium hydride (1M toluene solution, 200 mL) at −78° C. The mixture was stirred at −78° C. for 3.5 hours. To the reaction solution were added aqueous ammonium chloride solution (150 mL) and diethyl ether (45 mL). The insoluble material was filtrated. The filtrate was extracted diethyl ether. The organic layer was washed with water and brine, and dried over magnesium sulphate. The solvent was evaporated under reduced pressure. The residue was purified by column chromatograph on silica gel to give the title compound (13.2 g). Yield: 71%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08097610B2 |
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| Source dataset | uspto-grants-2012_01 |
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| ORD ID | ord-c6b3a8193c2a4cd99cdb65a047a1fc37 |
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| Source note | uspto-grants-2012_01 |
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