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Please provide step-by-step for removing the 4-hydroxy from Oxilofrine while leaving the rest of the molecule intact and what would the resulting compound be named?
Accepted Answer
Step 1: Protection of the amine group
Protect the amine group with a suitable protecting group, such as a Boc group. This will prevent the amine group from reacting in subsequent steps.
Step 2: Oxidation of the 4-hydroxy group
Oxidize the 4-hydroxy group to a ketone using a mild oxidizing agent, such as pyridinium chlorochromate (PCC). This will convert the 4-hydroxy group into a 4-oxo group.
Step 3: Deprotection of the amine group
Remove the Boc protecting group from the amine group using a suitable deprotecting agent, such as trifluoroacetic acid (TFA). This will regenerate the free amine group.
Resulting compound:
The resulting compound is Oxilofrine-4-one. It is a structural isomer of Oxilofrine, with the 4-hydroxy group replaced by a 4-oxo group.
Protect the amine group with a suitable protecting group, such as a Boc group. This will prevent the amine group from reacting in subsequent steps.
Step 2: Oxidation of the 4-hydroxy group
Oxidize the 4-hydroxy group to a ketone using a mild oxidizing agent, such as pyridinium chlorochromate (PCC). This will convert the 4-hydroxy group into a 4-oxo group.
Step 3: Deprotection of the amine group
Remove the Boc protecting group from the amine group using a suitable deprotecting agent, such as trifluoroacetic acid (TFA). This will regenerate the free amine group.
Resulting compound:
The resulting compound is Oxilofrine-4-one. It is a structural isomer of Oxilofrine, with the 4-hydroxy group replaced by a 4-oxo group.
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