Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | CID 406 | HCID 406 | — |
| Reactant | Lithium | HCID 3028194 | — |
| Reactant | HCID 178419822 | HCID 178419822 | — |
| Solvent | tert-Butanol | HCID 6386 | — |
| Product | HCID 54394851 | HCID 54394851 | — |
Reaction Steps
The procedures of Examples 1 and 2 are followed without isolation of the intermediate phosphonate of formula (III). The reaction solution resulting from the Wittig reaction of Example 2 is cooled to -78° C. and the procedure of Example 4 is followed with the addition of ammonia followed by 15 molar equivalents each of tert-butanol and lithium metal. The solution is refluxed at -33° C. for no more than 15 minutes and is then worked up as in Example 4 to yield the hexahydro-isoquinoline derivative of formula (X) wherein R4 is --OCH2CH3 ; R2, Z and Z1 are hydrogen; and X and Y are H3CO--.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04514569 |
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| Source dataset | uspto-grants-1985_04 |
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| ORD ID | ord-d141bbc55a474fd3b99a5c98198ac00b |
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| Source note | uspto-grants-1985_04 |
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