HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sulfuric Acid → HCID 86640659, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | Ammonium Hydroxide | HCID 14923 | — |
| Reactant | Trimethylsilyl cyanide | HCID 82115 | — |
| Reactant | HCID 23233808 | HCID 23233808 | — |
| Product | HCID 86640659 | HCID 86640659 | 75% |
Reaction Steps
Add 98% sulfuric acid drop-wise (3 g, 31 mmol) to a mixture of 2-(2-bromo-4-fluoro-phenyl)-propan-2-ol (2.4 g, 10.30 mmol) and trimethylsilyl cyanide (2.04 g, 59 mmol) in a 25-mL round bottom flask under N2 at −20° C. Move the flask out of the cooling bath and stir the mixture at RT overnight. Dilute the mixture with ice-water and neutralize with ammonium hydroxide to pH=8. Extract the product with chloroform/IPA (3/1, 100 mL). Wash the organic phase with water/aqueous saturated sodium chloride, dry over sodium sulfate, and concentrate in vacuo to give the crude product. Purify by FCC (20% THF in DCM as elute) to give the title compound as a white solid (2 g, 75%). MS (ES) m/z 260/262 [M+1]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08063035B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-c673b1225ead48e0949adc8c6830e9c0 |
| Source note | uspto-grants-2011_11 |