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3-Buten-1-ol → HCID 66688391, 화합물

HRID 238480
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HRID 238480 반응식
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][C:6]=1Br)([CH3:4])([CH3:3])[CH3:2].[CH2:15]([OH:19])[CH2:16][CH:17]=[CH2:18]>CC([O-])=O.CC([O-])=O.[Pd+2].C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.C1(C)C=CC=CC=1>[C:1]([C:5]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][C:6]=1[CH:18]=[CH:17][CH2:16][CH2:15][OH:19])([CH3:4])([CH3:3])[CH3:2]
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참가 물질

6

반응물 2

HCID 693893-Buten-1-olHCID 2385872-Bromo-1-tert-butyl-4-nitrobenzene

생성물 1

HCID 66688391HCID 66688391, 화합물

시약·촉매·용매 3

HCID 167845palladium(II) acetate촉매HCID 178418397HCID 178418397, 화합물촉매HCID 1140Toluene
용매

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온도
120 °C

실험 절차

A mix of 1-(tert-butyl)-2-bromo-4-nitrobenzene (3.652 g), TEA (5.92 ml), 3-buten-1-ol (5.48 ml), Pd(OAc)2 (32 mg), Pd(PPh3)4 (327 mg) and toluene (40 ml) was degassed with nitrogen and heated in a sealed vessel for 16 h at 120° C. The next day, the reaction mixture was cooled to RT, filtered, and concentrated in vacuo. The crude was eluted on a silica gel column with 15% to 22% EtOAc/hexanes gradient system to yield a yellow-brown oil.

후처리

  1. customwas degassed with nitrogen
  2. temperatureThe next day, the reaction mixture was cooled to RT
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo
  5. washThe crude was eluted on a silica gel column with 15% to 22% EtOAc/hexanes gradient system
  6. customto yield a yellow-brown oil

출처 및 근거

ORD 기록
ord-65cdf4843e424619bae027e2bf1b6106
출처 데이터셋
uspto-grants-2014_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08642624B2

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