Dichloromethane → 1-Bromo-4-(tert-butoxy)benzene

HRID 743869ノート

反応式

HRID 743869 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1.[CH3:9][C:10](=[CH2:12])[CH3:11].C(Cl)Cl.FC(F)(F)S(O)(=O)=O>C(N(CC)CC)C>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][C:10]([CH3:12])([CH3:11])[CH3:9])=[CH:4][CH:3]=1

参加物

6

反応物 4

HCID 6344DichloromethaneHCID 78084-BromophenolHCID 8255IsobutyleneHCID 62406Trifluoromethanesulfonic acid

生成物 1

HCID 27639591-Bromo-4-(tert-butoxy)benzene

試薬・触媒・溶媒 1

HCID 8471Triethylamine溶媒

反応条件

温度
-78 °C

実験手順

4-Bromophenol(57.8 moles, 10.0 g) was added to a -30° C. solution of isobutylene (40 ml) and methylene chloride (50 ml) and then cooled to -78° C. Trifluoromethanesulfonic acid (4 moles, 0.35 ml) was added. The mixture was held at -78° C. for 4 hours and then allowed to warm to room temperature. Triethylamine (0.5 ml) was added; the solvent was removed. The residue was chromatographed over silica gel eluted with 1% ethyl acetate in hexane to yield 12.4 g. (MS)

後処理

  1. temperatureto warm to room temperature
  2. customthe solvent was removed
  3. customThe residue was chromatographed over silica gel
  4. washeluted with 1% ethyl acetate in hexane
  5. customto yield 12.4 g

出典と根拠

ORDレコード
ord-80698780aef84de8bb93d1096584109c
出典データセット
uspto-grants-1996_09
特許番号
US05556981

反応ノート

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