HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 465880Generated: October 29, 2026
Triphenylphosphine → HCID 131717570, compound
https://huagongshe.com/reaction/465880
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | HCID 20571334 | HCID 20571334 | — |
| Reactant | HCID 131717571 | HCID 131717571 | — |
| Reactant | HCID 131717572 | HCID 131717572 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Catalyst | HCID 178418390 | HCID 178418390 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 131717570 | HCID 131717570 | — |
Reaction Steps
The intermediate product obtained in Example 24, i.e., 5β-cholane alcohol, 10 m mol, was subjected to tosylation and treated with lithium bromide, thus forming 8 m mol of 5β-cholane bromide. 5β-cholane bromide was made to react with 12 m mol of triphenylphosphine in toluene, thereby preparing 7.8 m mol of 5β-cholane-triphenylphosphonium bromide. This product, 7.5 m mol, was reacted with 7.5 m mol of p-dimethoxybenzaldehyde in ether in the presence of butyl lithium. The product resulting from this reaction was hydrogenated, by using palladium carbon as catalyst, whereby 7.0 m mol of 5β-cholane-p-dimethoxybenzene was obtained. This compound, 6.8 m mol, was treated with sodium in liquid ammonia, thus forming 5.1 m mol of 5β-cholane-cyclohexyl-1,4-dione. This product, 4.5 m mol, was made to react with 10 m mol of malononitrile. The reaction product was treated with bromine, thereby preparing 1.2 m mol of 5β-cholanetetracyanoquinodimethane, which is identified with the following formula: ##STR54##
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05153680 |
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| Source dataset | uspto-grants-1992_10 |
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| ORD ID | ord-cfdd42175544483b8a5775c6f03652dc |
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| Source note | uspto-grants-1992_10 |
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