HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 4-[2-Amino-4-(4-methoxy-benzyloxy)-phenylsulfanyl]-phenol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | HCID 60204778 | HCID 60204778 | — |
| Catalyst | Iron | HCID 23925 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 4-[2-Amino-4-(4-methoxy-benzyloxy)-phenylsulfanyl]-phenol | HCID 66808407 | 101.5% |
Reaction Steps
A solution of the product of Example 10D (1.06 g, 2.76 mmol), iron powder (0.63 g, 11.04 mmol) and ammonium chloride (0.18 g, 3.31 mmol) in a methanol (18 mL), tetrahydrofuran (18 mL), and water (6 mL) solution was heated to reflux for 3 hours. The resultant mixture was diluted with methanol (50 mL) and filtered through a pad of celite. The filtrate was concentrated under vacuum to a volume of 10 mL, the solution diluted with water (50 mL) and extracted with ethyl acetate (2×50 mL). The combined extracts were dried over magnesium sulfate, filtered and concentrated under vacuum to provide the title compound (0.99 g, 100%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07915411B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-a051f61db4f94b33ad6772a489901db3 |
| Source note | uspto-grants-2011_03 |