HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium Chloride → (7-Chloro-1,3-dioxaindan-5-yl)methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 7-Chloro-1,3-dioxaindane-5-carbaldehyde | HCID 676492 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (7-Chloro-1,3-dioxaindan-5-yl)methanol | HCID 4962440 | 98% |
Reaction Steps
To a solution of 7-chloro-1,3-benzodioxole-5-carbaldehyde (35.0 g, 0.19 mol) in THF (300 mL) was added NaBH4 (14.5 g, 0.38 mol) in portions at 0° C. The mixture was stirred at this temperature for 30 min and then poured into aqueous NH4Cl solution. The organic layer was separated, and the aqueous phase was extracted with EtOAc (3×150 mL). The combined extracts were dried over Na2SO4 and evaporated under reduced pressure to afford the title compound (34.5 g; 98%), which was directly used in the next step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09174967B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-b221d46d58a043eb92d8c29b0269528b |
| Source note | uspto-grants-2015_11 |