1911
DOI: 10.1002/cber.19110440290
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Über Hydromorphin

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Cited by 18 publications
(2 citation statements)
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“…80,81 Then, in 1911, Oldenberg found that morphine and codeine both had a double bond that was able to be saturated with hydrogen and palladium to form 14 and 15. 82 A vast amount of work has been done on codeine with PCl 3 , PCl 5 , and SOCl 2 to convert the hydroxyl of codeine into α-chlorocodide (16), which can then be thermally isomerized to β-chlorocodide ). The same year, Knorr found that 18 and 19 could be oxidized to 13 and a pseudocodeinone (20), confirming the relationship between the hydroxyl at position 6 and the location of the double bond relative to the hydroxyl (Figure 10).…”
Section: Acs Chemical Neurosciencementioning
confidence: 99%
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“…80,81 Then, in 1911, Oldenberg found that morphine and codeine both had a double bond that was able to be saturated with hydrogen and palladium to form 14 and 15. 82 A vast amount of work has been done on codeine with PCl 3 , PCl 5 , and SOCl 2 to convert the hydroxyl of codeine into α-chlorocodide (16), which can then be thermally isomerized to β-chlorocodide ). The same year, Knorr found that 18 and 19 could be oxidized to 13 and a pseudocodeinone (20), confirming the relationship between the hydroxyl at position 6 and the location of the double bond relative to the hydroxyl (Figure 10).…”
Section: Acs Chemical Neurosciencementioning
confidence: 99%
“…Then, in 1911, Oldenberg found that morphine and codeine both had a double bond that was able to be saturated with hydrogen and palladium to form 14 and 15 . A vast amount of work has been done on codeine with PCl 3 , PCl 5 , and SOCl 2 to convert the hydroxyl of codeine into α-chlorocodide ( 16 ), which can then be thermally isomerized to β-chlorocodide ( 17 ).…”
Section: Introductionmentioning
confidence: 99%