HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1683977Generated: October 26, 2026
Triphenylphosphine → 2-[1-(1-(4-Bromobenzyl)-5-methoxy-2-methyl-1H-indol-3-yl)cyclopropyI]ethyl bromide
https://huagongshe.com/reaction/1683977
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Bromine | HCID 24408 | — |
| Reactant | 2-[1-(1-(4-Bromobenzyl)-5-methoxy-2-methyl-1H-indol-3-yl) cyclopropyl]ethanol | HCID 54554275 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-[1-(1-(4-Bromobenzyl)-5-methoxy-2-methyl-1H-indol-3-yl)cyclopropyI]ethyl bromide | HCID 19041700 | 45.2% |
Reaction Steps
Bromine (136 mg, 0.85 mmol) was added to a-78° C. solution of triphenylphosphine (244 rag, 0.93 mmol) in 4 mL CH2Cl2, and the mixture was stirred 0.5 h at 0° C. and 5 rain at r.t. before recooling to -5° C. The alcohol from Step 8 (319 mg, 0.77 mmol) was then slowly added as a 1 mL CH2Cl2 solution and the mixture was stirred 2 h at 0° C. The reaction mixture was partitioned between CH2Cl2 and saturated NaHCO3. The organic layer was dried over MgSO4, concentrated and the residue purified by flash chromatography (10% ethyl acetate in hexane) to give 166 mg of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05639780 |
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| Source dataset | uspto-grants-1997_06 |
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| ORD ID | ord-daf665c75ff14761a40045b1545ca78c |
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| Source note | uspto-grants-1997_06 |
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