Chlorobenzene → Heptylbenzene

HRID 13894

반응식

HRID 13894 반응식
O1CCCC1.[CH2:6]([Mg]Cl)[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].Cl[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.[Cl-].[NH4+]>[Cl-].[Zn+2].[Cl-].C1(C)C=CC=CC=1.CN1CCCC1=O>[C:16]1([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12])[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

참가 물질

8

반응물 4

HCID 7964ChlorobenzeneHCID 8028TetrahydrofuranHCID 25517Ammonium ChlorideHCID 178443917HCID 178443917, 화합물

생성물 1

HCID 14115Heptylbenzene

시약·촉매·용매 3

HCID 3007855Zincchloride촉매HCID 1140Toluene용매HCID 13387N-methyl-2-pyrrolidone용매

실험 절차

A 50-ml four-necked flask was equipped with a stirrer, a thermometer, a dropping funnel and a reflux condenser. 1.090 g (8 mmol) of zinc chloride and 4 ml of N-methylpyrrolidinone were weighed in the flask. The flask was purged with argon, followed by stirring. 3.5 ml (7 mmol) of 2M tetrahydrofuran solution of n-heptylmagnesium chloride was added dropwise at 25° C. over a period of 30 minutes, followed by stirring at 25° C. for 30 minutes. The reaction liquid previously obtained was added, followed by stirring at 25° C. for 30 minutes. Further, 0.558 g (5 mmol) of chlorobenzene was added, followed by stirring at 120° C. for 16 hours. After the completion of the reaction, 10 ml of toluene and 10 ml of saturated aqueous ammonium chloride solution were added, followed by separation. The organic phase was purified by column chromatography to afford 0.688 g of 1-phenylheptane (yield: 78 mol % based on chlorobenzene). The identification of the product was made by mass spectroscopy.

후처리

  1. customA 50-ml four-necked flask was equipped with a stirrer
  2. customThe flask was purged with argon
  3. stirringby stirring at 25° C. for 30 minutes
  4. customThe reaction liquid
  5. custompreviously obtained
  6. additionwas added
  7. stirringby stirring at 25° C. for 30 minutes
  8. stirringby stirring at 120° C. for 16 hours
  9. additionwere added
  10. customfollowed by separation
  11. customThe organic phase was purified by column chromatography

출처 및 근거

ORD 기록
ord-19b373f44095458b882fa7b309cd94ff
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07728176B2

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