Ammonia → HCID 54394851, compound
Reaction equation
P(=O)([O-])[O-].P(=O)(O)O.[CH2:9]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH:12]=[CH:11][NH:10]1.N.[Li]>C(O)(C)(C)C>[CH2:9]1[C:18]2[CH:13]([CH2:14][CH:15]=[CH:16][CH:17]=2)[CH2:12][CH2:11][NH:10]1Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- -78 °C
Procedure
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--.
Workup
- customThe reaction solution resulting from the Wittig reaction of Example 2
- temperatureThe solution is refluxed at -33° C. for no more than 15 minutes
Sources & evidence
- ORD record
- ord-d141bbc55a474fd3b99a5c98198ac00b
- Source dataset
- uspto-grants-1985_04
- Patent number
- US04514569
Reaction notes
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