Trimethylamine → 4,4'-Bis(propargyloxycarbonyloxy)biphenyl

HRID 256750

반응식

HRID 256750 반응식
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([OH:14])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.CN(C)C.Cl[C:20]([O:22][CH2:23][C:24]#[CH:25])=[O:21].C(Cl)Cl.[OH2:29]>C(Cl)Cl>[CH2:23]([O:22][C:20]([O:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:13]=[CH:12][C:11]([O:14][C:20]([O:22][CH2:23][C:24]#[CH:25])=[O:29])=[CH:10][CH:9]=2)=[CH:6][CH:7]=1)=[O:21])[C:24]#[CH:25]

참가 물질

6

반응물 4

HCID 1146TrimethylamineHCID 71124,4'-DihydroxybiphenylHCID 3356829Propargyl chloroformateHCID 21908982Water methylene chloride

생성물 1

HCID 197860074,4'-Bis(propargyloxycarbonyloxy)biphenyl수율 93.6%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A flask equipped with a stirrer, thermometer, nitrogen gas tube and reflux condenser was charged with 18.6 g of 4,4'-dihydroxybiphenyl and 23.0 g of trimethylamine in 50.0 g of methylene chloride. To the flask was added 26.0 g of propargyl chloroformate dropwise over one hour and the mixture was allowed to react for 6 hours at 30° C. After the reaction, the reaction mixture was treated with methylene chloride-water mixture and the organic phase was separated followed by drying over magnesium sulfate overnight. After filtering, the filtrate was evaporated in a rotary evaporator. The resulting crystals were recrystallized to give the title compound at a yield of 93.6% of theory.

후처리

  1. customA flask equipped with a stirrer
  2. temperaturethermometer, nitrogen gas tube and reflux condenser
  3. customto react for 6 hours at 30° C
  4. customAfter the reaction
  5. customthe organic phase was separated
  6. dry with materialby drying over magnesium sulfate overnight
  7. filtrationAfter filtering
  8. customthe filtrate was evaporated in a rotary evaporator
  9. customThe resulting crystals were recrystallized

출처 및 근거

ORD 기록
ord-c984bd9a0c75459e93b03c8cf25efca2
출처 데이터셋
uspto-grants-1993_11
특허 번호
US05258542

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