Hydrochloric Acid → Phenyl chloroformate

HRID 21851

反応式

HRID 21851 の反応式
[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]

参加物

7

反応物 5

HCID 313Hydrochloric AcidHCID 996PhenolHCID 6371Phosgene2 回HCID 14798Sodium HydroxideHCID 86748739Phosgene phenol

生成物 1

HCID 15891Phenyl chloroformate収率 96.3%

試薬・触媒・溶媒 1

HCID 7540Triphenyl phosphite触媒

反応条件

温度
140 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-a0df9aa2b5d94cfb8738aba40dd8ebff
出典データセット
uspto-grants-1995_06
特許番号
US05424473

関連ノート

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