HuagongsheHuagongshe Chemistry Print Report · For research reference only
m,alpha-Dichlorotoluene → HCID 10666953, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | m,alpha-Dichlorotoluene | HCID 12103 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Ethyl (5-methoxy-2-methyl-1H-indol-3-yl)acetate | HCID 10729163 | — |
| Reactant | HCID 10785480 | HCID 10785480 | — |
| Product | HCID 10666953 | HCID 10666953 | 55% |
Reaction Steps
1-(2-Chlorophenylmethyl)-5-methoxy-2-methyl-1H-indole-3-acetic acid ethyl ester. Using the procedure described in Example 1, Part F, 494 mg (2 mmol) of 5-methoxy-2-methyl-1H-indole-3-acetic acid ethyl ester was reacted with 80 mg (2 mmol) of 60% NaH/mineral oil and 0.25 mL (2 mmol) of meta-chlorobenzylchloride and after chromatography on silica (eluting with 33% EtOAc/hexane) and crystallizing from MeOH there was obtained 409 mg (55%) of 1-(3-chlorophenylmethyl)-5-methoxy-2-methyl-1H-indole-3-acetic acid ethyl ester, mp, 79°-81° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05578634 |
| Source dataset | uspto-grants-1996_11 |
| ORD ID | ord-d55f00aa602c4198ad03a780f5609a53 |
| Source note | uspto-grants-1996_11 |