HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 2-{2-[2-(2-Chlorophenyl)ethenyl]-5-methoxy-1H-indol-1-yl}ethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 2-(2-Bromoethoxy)tetrahydro-2H-pyran | HCID 86621 | — |
| Reactant | 2-[2-(2-Chlorophenyl)ethenyl]-5-methoxy-1H-indole | HCID 69583801 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 2-{2-[2-(2-Chlorophenyl)ethenyl]-5-methoxy-1H-indol-1-yl}ethanol | HCID 73857732 | 86% |
Reaction Steps
Alkylation of 2-[2-(2-Chlorophenyl)ethenyl]-5-methoxy-1H-indole (27) prepared according to example 37 with 2-bromoethyl tetrahydro-2H-pyran-2-yl ether using the procedure described in example 38 followed by reaction of the crude product with 2N HCl in methanol gave 2-{2-[2-(2-Chlorophenyl)ethenyl]-5-methoxy-1H-indol-1-yl}ethanol (III; Ar=2-chlorophenyl, R10═CH2CH2OH) (44) in a yield of 86% as a mixture of E/Z isomers, which was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07094798B1 |
| Source dataset | uspto-grants-2006_08 |
| ORD ID | ord-edee55bf520b4f37adbc078a7c1a78ec |
| Source note | uspto-grants-2006_08 |