1-Chloro-4-nitrobenzene → 1-Methyl-4-[2-(4-nitrophenoxy)ethyl]benzene

HRID 444176

反応式

HRID 444176 の反応式
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][OH:10])=[CH:4][CH:3]=1.[N+:11]([C:14]1[CH:19]=[CH:18][C:17](Cl)=[CH:16][CH:15]=1)([O-:13])=[O:12].[OH-].[K+]>C1CC2OCCOCCOC3C(OCCOCCOC2CC1)CCCC3.C1C=CC=CC=1>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][O:10][C:17]2[CH:18]=[CH:19][C:14]([N+:11]([O-:13])=[O:12])=[CH:15][CH:16]=2)=[CH:4][CH:3]=1

参加物

6

反応物 3

HCID 74741-Chloro-4-nitrobenzeneHCID 14797Potassium HydroxideHCID 952944-Methylphenethyl alcohol

生成物 1

HCID 51429261-Methyl-4-[2-(4-nitrophenoxy)ethyl]benzene収率 87.5%

試薬・触媒・溶媒 2

HCID 85955Dicyclohexano-18-crown-6触媒HCID 241Benzene溶媒

実験手順

2-(4-Methylphenyl)ethyl alcohol (VIII) (2.72 g, 0.02 mole), 4-nitrochlorobenzene (IX: X=Cl) (3.15 g, 0.02 mole) and potassium hydroxide (1.4 g, 0.025 mole) were added to benzene (60 ml), and dicyclohexyl-18-crown-6 (0.2 g) was added thereto, followed by reaction at 60° C. for 10 hours. The reaction mixture was washed with water and concentrated, and the precipitated crystals were recrystallized from 95% ethanol to obtain 4.5 g of 4-[2-(4-methylphenyl)ethoxy]nitrobenzene (VI) as white crystals (yield, 87.5%).

後処理

  1. additionwas added
  2. customfollowed by reaction at 60° C. for 10 hours
  3. washThe reaction mixture was washed with water
  4. concentrationconcentrated
  5. customthe precipitated crystals were recrystallized from 95% ethanol
  6. customto obtain

出典と根拠

ORDレコード
ord-60e3f1e02264449eadd3f4d44f47a65e
出典データセット
uspto-grants-1981_04
特許番号
US04263219

関連ノート

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