Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrogen Bromide | HCID 260 | — |
| Reactant | Phenol | HCID 996 | — |
| Reactant | HCID 18425785 | HCID 18425785 | — |
| Product | HCID 18425768 | HCID 18425768 | 75% |
Reaction Steps
(RS)-4-[1-(Toluene-4-sulfonyl)-pyrrolidin-3-ylsulfanyl]-phenol (1.9 g, 5.44 mmol) in phenol (5.1 g, 54.4 mmol) was treated with HBr (25 ml, 48%). After 4 hours stirring at 100° C., the reaction mixture was cooled to room temperature and quenched with H2O and CH2Cl2. The aqueous phase was washed with CH2Cl2 and concentrated to provide (RS)-4-(pyrrolidin-3-ylsulfanyl)-phenol hydrobromide (1.13 g, 75%) as a brown oil, MS: m/e=196.2 (M+H+). Following the general method of example 74, the compounds of example 75 to example 77 were prepared.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06451819B2 |
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| Source dataset | uspto-grants-2002_09 |
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| ORD ID | ord-f75945b65e9d4d1dac43de47ee348d63 |
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| Source note | uspto-grants-2002_09 |
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