HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → tert-butyl(2S)-2-[3-(hydroxymethyl)phenoxy]propanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | tert-butyl(2S)-2-(3-formylphenoxy)propanoate | HCID 86645200 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | tert-butyl(2S)-2-[3-(hydroxymethyl)phenoxy]propanoate | HCID 59478800 | 92.5% |
Reaction Steps
To a solution of 1.48 g of tert-butyl(2S)-2-(3-formylphenoxy)propanoate in methanol (30 mL) was added 0.48 g of sodium borohydride under ice-cooling, followed by stirring for 1 hour. The reaction solution was diluted with ethyl acetate, added with water, neutralized with 1 M hydrochloric acid, and extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure to obtain 1.38 g of tert-butyl(2S)-2-[3-(hydroxymethyl)phenoxy]propanoate as a colorless oily substance.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08486970B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-6e329808b32a4426aeecedba9a89c289 |
| Source note | uspto-grants-2013_07 |