Iodoethane → 1,3-Dibromo-2-ethylbenzene

HRID 1942712노트

반응식

HRID 1942712 반응식
C(N[CH:5]([CH3:7])[CH3:6])(C)C.[Li]CCCC.[Br:13][C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([Br:20])C=1.C(I)C.[Li+].CC([N-]C(C)C)C>CCCCCC.C1COCC1>[Br:13][C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([Br:20])[C:7]=1[CH2:5][CH3:6]

참가 물질

8

반응물 5

HCID 6340IodoethaneHCID 7912DiisopropylamineHCID 79271,3-DibromobenzeneHCID 2724682Lithium diisopropylamideHCID 178418339Butyllithium

생성물 1

HCID 148478061,3-Dibromo-2-ethylbenzene

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 8058Hexane용매

반응 조건

온도
-70 °C

실험 절차

To a three litre neck round flask charged with 19.30 g of diisopropylamine and 110 mL of THF was added 76 mL of n-BuLi in hexane (2.5 M) in dropwise at −70° C. After addition was finished, the resulting mixture was stirred at the same temp. for 10 min. In another 500 mL three neck round flask, 25 g of 1,3-dibromobenzene and 49.6 g of ethyl iodide was mixed well and cooled to −70° C. The freshly prepared LDA was introduced dropwise to above mixture below −65° C. After the addition was finished, the resulting mixture was stirred for 4 h at the same temp. GCMS showed that the desired product was formed. The reaction was warmed to 0° C. in 30 mins. To the reaction mixture was added 100 mL of sat. ammonium chloride solution to quench the reaction.

후처리

  1. additionAfter addition
  2. additionAfter the addition
  3. stirringthe resulting mixture was stirred for 4 h at the same temp

출처 및 근거

ORD 기록
ord-0675e91ec3e5495e8ff0bc9f2c70c79c
출처 데이터셋
uspto-grants-2013_03
특허 번호
US08389508B2

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