HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 3-(Hydroxymethyl)-5-(pentafluoro-lambda6-sulphanyl)benzoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | 3-Hydroxyazetidine hydrochloride | HCID 2759290 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | 3-Formyl-5-(pentafluoro-lambda6-sulphanyl)benzoic acid | HCID 89699991 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-(Hydroxymethyl)-5-(pentafluoro-lambda6-sulphanyl)benzoic acid | HCID 89699993 | — |
Reaction Steps
54 mg (0.49 mmol) of 3-hydroxyazetidine hydrochloride, 97 mg (0.46 mmol) of sodium triacetoxyborohydride and 0.13 ml (2.35 mmol) of acetic acid were added in succession to a solution of 90 mg (0.32 mmol) of the compound of Example 36A in 3.2 ml of dichloromethane, and the mixture was stirred at RT for 1 h. A little water was then added, and the mixture was concentrated on a rotary evaporator. The residue was purified by preparative HPLC (Method 18). Evaporation of the appropriate fractions and drying of the residue under high vacuum gave 60 mg (66% of theory) of the title compound as the product of the reaction.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09394309B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-6ee1cc95b3a94ddcad5dc234a6021a83 |
| Source note | uspto-grants-2016_07 |