HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Anhydride → (3-(Acetamidomethyl)phenyl)boronic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Boronic acid, B-(3-(aminomethyl)phenyl)-, hydrochloride (1:1) | HCID 16427085 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (3-(Acetamidomethyl)phenyl)boronic acid | HCID 22309455 | 23.3% |
Reaction Steps
Acetic anhydride (76 μL, 0.80 mmol) was added dropwise to a stirred solution of (3-aminomethylphenyl)boronic acid, hydrochloride (150 mg, 0.80 mmol) and DIEA (560 μL, 3.2 mmol) in CH2Cl2 (5 mL) at 0° C. After 1 h, the solution was concentrated in vacuo and purified by preparatory HPLC to give 36 mg (23%) of the title compound as a white solid. [M+H] calc'd for C9H12BNO3, 194; found, 194.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08288536B2 |
| Source dataset | uspto-grants-2012_10 |
| ORD ID | ord-d8bfe8e71064405b9fcff89aac442aee |
| Source note | uspto-grants-2012_10 |