Hydrochloric Acid → Phenyl chloroformate

HRID 21851

반응식

HRID 21851 반응식
[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:8](Cl)([Cl:10])=[O:9].C(Cl)(Cl)=O.C1(O)C=CC=CC=1.[OH-].[Na+].Cl>P(OC1C=CC=CC=1)(OC1C=CC=CC=1)OC1C=CC=CC=1>[Cl:10][C:8]([O:7][C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)=[O:9]

참가 물질

7

반응물 5

HCID 313Hydrochloric AcidHCID 996PhenolHCID 6371Phosgene2회HCID 14798Sodium HydroxideHCID 86748739Phosgene phenol

생성물 1

HCID 15891Phenyl chloroformate수율 96.3%

시약·촉매·용매 1

HCID 7540Triphenyl phosphite촉매

반응 조건

온도
140 °C

실험 절차

A four-necked flask equipped with a gas inlet, a dry ice condenser, a mechanical stirrer, a thermocouple and a sampling port is charged with phenol (Aldrich, 287.5 g, 2.907 mol) and triphenyl phosphite (10.12 g, 32.61 mmol). The temperature is raised to 140° C. and phosgene (274 g, 2.77 mol) is added over a 465 minute period. Phosgene/phenol molar ratio is 0.95. A recirculating aqueous sodium hydroxide scrubber is used to neutralize the coproduct hydrochloric acid and to destroy traces of phosgene which are not condensed in the condenser. After the phosgene addition is stopped, a nitrogen stream is used to purge residual phosgene and the reactor is cooled to ambient temperature. The colorless crude product is isolated by vacuum distillation to give phenyl chloroformate (417.84 g, bp 73°-77° C. at 14 mm Hg) containing 6.6 percent by weight residual phenol. Selectivity to phenyl chloroformate is 95 mole percent based on phenol, 90 mole percent based on phosgene.

후처리

  1. customA four-necked flask equipped with a gas inlet, a dry ice condenser, a mechanical stirrer
  2. customto destroy traces of phosgene which
  3. customcondensed in the condenser
  4. customto purge residual phosgene
  5. temperaturethe reactor is cooled to ambient temperature
  6. customThe colorless crude product is isolated by vacuum distillation

출처 및 근거

ORD 기록
ord-a0df9aa2b5d94cfb8738aba40dd8ebff
출처 데이터셋
uspto-grants-1995_06
특허 번호
US05424473

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