1,4-Dichlorobenzene → 1-(6-Bromohexyl)-4-chlorobenzene

HRID 248566

반응식

HRID 248566 반응식
O1CCCC1.Cl[C:7]1[CH:12]=[CH:11][C:10]([Cl:13])=[CH:9][CH:8]=1.[Br:14][C:15]1[C:20](Br)=[CH:19][CH:18]=[CH:17][CH:16]=1>C1(C)C=CC=CC=1.[Li+].[Li+].[Cl-].[Cl-].[Cl-].[Cl-].[Cu+2]>[Br:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][C:7]1[CH:12]=[CH:11][C:10]([Cl:13])=[CH:9][CH:8]=1

참가 물질

6

반응물 3

HCID 46851,4-DichlorobenzeneHCID 8028TetrahydrofuranHCID 114141,2-Dibromobenzene

생성물 1

HCID 5806791-(6-Bromohexyl)-4-chlorobenzene수율 45%

시약·촉매·용매 2

HCID 193501Copper;dilithium;tetrachloride촉매HCID 1140Toluene용매2회

실험 절차

In the same manner as described in Example 1, a Grignard solution in a mixture containing 450 ml of toluene and 40 ml of tetrahydrofuran was prepared from 58.8 g (0.4 Mol) of 1,4-dichlorobenzene. A solution of 146.4 g (0.6 Mol) of commercially available 1,6-dibromobenzene in 100 ml of toluene and a catalytic amount of dilithium tetrachlorocuprate were added to this solution. The full mixture was refluxed for 7 hours. The precipitate was then filtered off, the filtrate was acidified, and the phases were separated. The organic phase was washed, dried and evaporated, and the residue was fractionated. About 50 g of 1-(6-bromohexyl)-4chlorobenzene (45 percent yield) were obtained at a pressure of 0.2 hPa and at 106° to 109° C.

후처리

  1. temperatureThe full mixture was refluxed for 7 hours
  2. filtrationThe precipitate was then filtered off
  3. customthe phases were separated
  4. washThe organic phase was washed
  5. customdried
  6. customevaporated

출처 및 근거

ORD 기록
ord-75b02f6cafc54cccbd88e06e9e5b704c
출처 데이터셋
uspto-grants-1993_05
특허 번호
US05210247

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