HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → Hydrochloric Acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Tert-butyl 3-methoxy-4-(1-methoxy-2-methyl-1-oxopropan-2-yl)benzoate | HCID 58550749 | — |
| Product | Hydrochloric Acid | HCID 313 | — |
| Product | 3-Methoxy-4-(1-methoxy-2-methyl-1-oxopropan-2-yl)benzoic acid | HCID 58551135 | — |
Reaction Steps
To the crude tert-butyl 3-methoxy-4-(1-methoxy-2-methyl-1-oxopropan-2-yl)benzoate from Step 2 was added DCM (1 mL) followed by TFA (540 μL, 7.0 mmol). The reaction was allowed to stir for 2 h before it was concentrated in vacuo. The residue was dissolved in DMF, filtered and was purified by prep-HPLC (MeOH:H2O, 1-99% in an HCl modifier) to give 3-methoxy-4-(1-methoxy-2-methyl-1-oxopropan-2-yl)benzoic acid. ESI-MS m/z calc. 252.1. found 253.2 (M+1)+; Retention time: 2.45 minutes (4 min run).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08598164B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-d98f5be3a03d452982d0b20a7eedeb5d |
| Source note | uspto-grants-2013_12 |