Phenyl (4-(4-(4-hydroxyphenyl)piperazin-1-yl)phenyl)carbamate synthesis
- Product Name:Phenyl (4-(4-(4-hydroxyphenyl)piperazin-1-yl)phenyl)carbamate
- CAS Number:184177-81-9
- Molecular formula:C23H23N3O3
- Molecular Weight:389.45
Phenyl [4-[4-(4-hydroxyphenyl)-1-piperazinyl]phenyl]carbamate is an impurity of posaconazole, used as an intermediate in organic synthesis and pharmaceutical intermediate for laboratory research and development process and chemical generation process. Phenyl chloroformate was added in the solution of 1- (4-aminophenyl) -4- (4-hydroxyphenyl) piperazine in tetrahydrofuran at 0-10℃ to obtain Phenyl (4- (4- (4-hydroxy) -1-piperazinyl) ) phenyl) carbamate, yield: 94.6%.
1885-14-9
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74853-08-0
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184177-81-9
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Yield:184177-81-9 94.6%
Reaction Conditions:
in tetrahydrofuran at 0 - 25;Large scale;
Steps:
1 Preparation of phenyl (4- (4- (4-hydroxy) -1-piperazinyl) phenyl) carbamate (V)
Will be 4.00kg1- (4-aminophenyl) -4- (4-hydroxyphenyl) piperazine (VII) and 35.57 kg of tetrahydrofuran100L glass reactor, open the stirring, cooling to 0 ~ 10 .Maintain the temperature below 25 drop 2.56kgPhenyl chloroformate (VIII),0.5 to 1 hour drop finished, temperature control 20 ~ 25 to continue the reaction of 0.5 to 1.0 hours. TLC monitoring reaction, the reaction finishedAfter the completion of the cooling to 0 ~ 10 ,Add saturated aqueous sodium bicarbonate solution (sodium bicarbonate 2.00kg dissolved in purified water 38kg), then add purified water 20kg,Stirring for 10 ~ 20min. Centrifuge the filter to the basic solvent-free effluent, and then rinse with 8kg of purified water, centrifugal rejection to the basic solvent-free effluent.The whole batch of wet goods in the vacuum -0.06MPa ~ -0.1MPa, the control temperature of 40-50 conditions,Dry under reduced pressure 12 to 16 hours. 5.47 kg of a gray solid,Phenyl (4- (4- (4-hydroxy) -1-piperazinyl) phenyl) carbamate(V);HPLC purity: 98.5% yield: 94.6%
References:
CN106749207,2017,A Location in patent:Paragraph 0028; 0029; 0030; 0031
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184177-81-9
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56621-48-8
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184177-81-9
193 suppliers
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184177-81-9
193 suppliers
$70.00/1g