HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1484972Generated: October 30, 2026
Sodium Carbonate Monohydrate → 3-(5-Bromothiophen-2-yl)-3-hydroxypropyl acetate
https://huagongshe.com/reaction/1484972
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate Monohydrate | HCID 2735133 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | 3-(5-Bromothiophen-2-yl)-3-oxopropyl acetate | HCID 58169420 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-(5-Bromothiophen-2-yl)-3-hydroxypropyl acetate | HCID 58169129 | 78.2% |
Reaction Steps
A mixture of 3-(5-bromothiophen-2-yl)-3-oxopropyl acetate (2.4 g, 8.8 mmol, 1 eq) in THF (150 ml) was stirred at 0° C., and NaBH4 (401.2 mg, 10.6 mmol, 2 eq) was added slowly and the reaction was stirred at 23° C. After 1 hour, Na2CO3.H2O was added. After 30 min the mixture was filtered and extracted with EtOAc (3×50 ml). The combined organic phases were washed (brine), dried (Na2SO4), filtered and concentrated to give a residue. The residue was purified by silica gel column chromatography (PE/EtOAc=5:1 as eluant) to give 3-(5-bromothiophen-2-yl)-3-hydroxypropyl acetate (1.92 g, 78.2%) as white solid. LC-MS (m/z)=279.1 [M+H]+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09422271B2 |
|---|
| Source dataset | uspto-grants-2016_08 |
|---|
| ORD ID | ord-5f2bb86f34eb4a41920f7b779436d858 |
|---|
| Source note | uspto-grants-2016_08 |
|---|