HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 3-[1-Hydroxy-1-(thiazol-2-yl)propyl]phenol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | 3-[1-hydroxy-1-(thiazol-2-yl)propyl)(O-tert-butyldimethylsilyl)phenol | HCID 15049954 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-[1-Hydroxy-1-(thiazol-2-yl)propyl]phenol | HCID 19426994 | 69% |
Reaction Steps
To a solution of compound from Step 2 (5.57 g, 15.96 mmol) in THF (40 mL) there was added n-Bu4NF 1M in THF (18 mL); the mixture was stirred at r.t. for 30 min., then H2O (10 mL) was added. The mixture was concentrated to a small volume, the residue extracted with EtOAc, the extract washed twice with brine, dried and evaporated to a residue which was chromatographed on silica gel, eluting with a 1:1 mixture of EtOAc and hexane, to afford the title product as a white solid (2.59 g) m.p. 145°-146° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05527827 |
| Source dataset | uspto-grants-1996_06 |
| ORD ID | ord-e446bef0b2164bcdaa90f173ed33be66 |
| Source note | uspto-grants-1996_06 |