Potassium Hydroxide → 3-(6-Chloro-pyrazin-2-yloxymethyl)-benzonitrile

HRID 2182140

反応式

HRID 2182140 の反応式
Cl[C:2]1[CH:7]=[N:6][CH:5]=[C:4]([Cl:8])[N:3]=1.[OH:9][CH2:10][C:11]1[CH:12]=[C:13]([CH:16]=[CH:17][CH:18]=1)[C:14]#[N:15].[OH-].[K+].C1OCCOCCOCCOCCOCCOC1>C1(C)C=CC=CC=1>[Cl:8][C:4]1[N:3]=[C:2]([O:9][CH2:10][C:11]2[CH:12]=[C:13]([CH:16]=[CH:17][CH:18]=2)[C:14]#[N:15])[CH:7]=[N:6][CH:5]=1

参加物

6

反応物 4

HCID 14797Potassium HydroxideHCID 2855718-Crown-6HCID 785042,6-DichloropyrazineHCID 27346773-(Hydroxymethyl)benzonitrile

生成物 1

HCID 224819733-(6-Chloro-pyrazin-2-yloxymethyl)-benzonitrile

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

A mixture of 2,6-dichloropyrazine (400 mg, 0.671 mmol), 3-hydroxymethyl-benzonitrile (428 mg, 0.805 mmol), KOH (181 mg, 0.805 mmol) and 18-crown-6 (28 mg, 0.027 mmol) in toluene (10 mL) was stirred at reflux for 6 h and concentrated in vacuo. The residue was partitioned between H2O and ethyl acetate. The aqueous phase was separated and extracted with ethyl acetate twice. The combined organic extracts were washed with water and brine, dried and concentrated in vacuo. The crude product I-3f (667.2 mg) was used for next step without further purification.

後処理

  1. temperatureat reflux for 6 h
  2. concentrationconcentrated in vacuo
  3. customThe residue was partitioned between H2O and ethyl acetate
  4. customThe aqueous phase was separated
  5. extractionextracted with ethyl acetate twice
  6. washThe combined organic extracts were washed with water and brine
  7. customdried
  8. concentrationconcentrated in vacuo
  9. customThe crude product I-3f (667.2 mg) was used for next step without further purification

出典と根拠

ORDレコード
ord-f5b3e762177d4d5186cb22e5bb85b384
出典データセット
uspto-grants-2005_05
特許番号
US06894050B2

関連ノート

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