HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 561902Generated: October 26, 2026
Isopropanol → (S)-2-amino-1-(3-chlorophenyl)ethanol
https://huagongshe.com/reaction/561902
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Isopropanol | HCID 3776 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | (1S)-2-azido-1-(3-chlorophenyl)ethan-1-ol | HCID 59761679 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (S)-2-amino-1-(3-chlorophenyl)ethanol | HCID 9855591 | — |
Reaction Steps
A mixture of (S)-2-Azido-1-(3-chlorophenyl)-ethanol (5.14 g, 0.026 mol), NaBH4 (1.97 g, 0.052 mol) and isopropyl alcohol (100 mL) was stirred at 80° C. for 24 h. The solvent was evaporated, the residue was separated on SiO2 (15 g) CHCl3-MeOH (0 to 30%). Colorless oil, 3.70 g (0.021 mol, 83%). The material was reacted with Boc2O in dichloromethane and NEt3 and analyzed by chiral SFC using a CHIRALPAK AD-H column, 30% MeOH and determined to be 91% ee.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08063225B2 |
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| Source dataset | uspto-grants-2011_11 |
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| ORD ID | ord-580d4fe2ffbe48f3919cf5dd0fa76f9c |
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| Source note | uspto-grants-2011_11 |
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