HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hexane → 1-Benzyloxycarbonyl-5-chloro-3-hydroxymethylindole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hexane | HCID 8058 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | 1-Benzyloxycarbonyl-5-chloro-3-formylindol | HCID 18473987 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 1-Benzyloxycarbonyl-5-chloro-3-hydroxymethylindole | HCID 18473921 | 89.4% |
Reaction Steps
To a solution of 1-benzyloxycarbonyl-5-chloro-3-formylindol (2.00 g) in methanol (13 ml) was added sodium borohydride (241 mg) at 0° C. After the mixture was stirred for 15 minutes at the same temperature, ice water was added to the mixture. Potassium carbonate was added to make the mixture saturate. The whole was extracted with ether and the extract was dried over magnesium sulfate. Concentration of the mixture gave a residue, to which hexane was added. 1-benzyloxycarbonyl-5-chloro-3-hydroxymethylindol (1.80 g) was obtained as a crystal.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06169102A |
| Source dataset | uspto-grants-2001_01 |
| ORD ID | ord-898dfe3616994e3ab98882b6312c6e7d |
| Source note | uspto-grants-2001_01 |