HuagongsheHuagongshe Chemistry Print Report · For research reference only
6-Chloroindole → 6-Chloro-2,3-dihydro-1h-indole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 6-Chloroindole | HCID 87111 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 6-Chloro-2,3-dihydro-1h-indole | HCID 258567 | 117.7% |
Reaction Steps
Dissolve 6-chloro-1H-indole (2 g, 0.013 mol) in acetic acid (10 mL) under nitrogen. Add sodium cyanoborohydride (1.24 g, 1.5 eq) and stir 20 minutes at room temperature. Dilute with ethyl acetate and extract with sodium hydroxide (5 N aqueous). Dry over magnesium sulfate, filter and concentrate to give 2.35 g (116%) crude product. MS (ES, m/z): 154.0 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07405305B2 |
| Source dataset | uspto-grants-2008_07 |
| ORD ID | ord-be1641daf6684952910952a4da866c44 |
| Source note | uspto-grants-2008_07 |