HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanesulfonic Acid → 4-(3,6-dihydro-2H-pyran-4-yl)benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanesulfonic Acid | HCID 6395 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | 4-(4-Hydroxytetrahydro-2H-pyran-4-yl)benzenecarbonitrile | HCID 59504663 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-(3,6-dihydro-2H-pyran-4-yl)benzonitrile | HCID 66633023 | — |
Reaction Steps
12.65 ml (195 mmol) MeSO3H in 10 ml CH2Cl2 was slowly added to a mixture of 611 mg (3.0 mmol) 4-(4-hydroxytetrahydro-2H-pyran-4-yl)benzonitrile and 1.13 g (30 mmol) NaBH4 in 15 ml CH2Cl2 at 0° C. Stirred for 1 h. 2M NaOH was added until pH>10. The mixture was extracted with CH2Cl2. The organic phase was dried (MgSO4) and concentrated. The crude product (450 mg, 81%) was used directly in the next step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08415333B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-71a78143f7674dfc95cc65c37a91402f |
| Source note | uspto-grants-2013_04 |