1-Bromopropane → 3-propoxybenzonitrile

HRID 1666903ノート

反応式

HRID 1666903 の反応式
[OH:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[C:5]#[N:6].[CH3:10][CH2:11][CH2:12]Br.C(=O)([O-])[O-].[K+].[K+]>CC(=O)CC>[CH2:10]([O:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[C:5]#[N:6])[CH2:11][CH3:12]

参加物

5

反応物 3

HCID 78401-BromopropaneHCID 11430Potassium CarbonateHCID 133943-Cyanophenol

生成物 1

HCID 186762233-propoxybenzonitrile

試薬・触媒・溶媒 1

HCID 6569Methyl Ethyl Ketone溶媒

実験手順

Combine 3-hydroxybenzonitrile (11.052 gm; 92.8 mmol), n-propyl bromide (24.4 gm; 198 mmol), and potassium carbonate (38.65 gm; 280 mmol) in 2-butanone (175 mL) and heat and reflux. After 17 h., cool the mixture to room temperature, and decant the solution and concentrate by rotary evaporation. Partition the residue between diethyl ether (150 mL) and water (150 mL), separate the layers and extract the aqueous layer with diethyl ether (2×100 mL). Combine the organic layers and wash with water, 1 N NaOH, and water, dry over MgSO4, and concentrate. Distill the residue to give the title compound.

後処理

  1. temperaturereflux
  2. customdecant the solution
  3. concentrationconcentrate by rotary evaporation
  4. customPartition the residue between diethyl ether (150 mL) and water (150 mL)
  5. customseparate the layers
  6. extractionextract the aqueous layer with diethyl ether (2×100 mL)
  7. washCombine the organic layers and wash with water, 1 N NaOH, and water
  8. dry with materialdry over MgSO4
  9. concentrationconcentrate
  10. distillationDistill the residue

出典と根拠

ORDレコード
ord-25337728a66d4919b763a10e1179fbd7
出典データセット
uspto-grants-2011_10
特許番号
US08044090B2

反応ノート

読み込み中…