Water → 4-(3-Methoxy-4-methylphenoxy)aniline

HRID 1505316ノート

反応式

HRID 1505316 の反応式
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][C:9]2[CH:14]=[CH:13][C:12]([N+:15]([O-])=O)=[CH:11][CH:10]=2)=[CH:4][C:3]=1[O:18][CH3:19].O.[Cl-].[NH4+]>O1CCCC1>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][C:9]2[CH:14]=[CH:13][C:12]([NH2:15])=[CH:11][CH:10]=2)=[CH:4][C:3]=1[O:18][CH3:19]

参加物

5

反応物 3

HCID 962WaterHCID 25517Ammonium ChlorideHCID 672363822-Methoxy-1-methyl-4-(4-nitrophenoxy)benzene2 回

生成物 1

HCID 672355644-(3-Methoxy-4-methylphenoxy)aniline

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 1-methyl-2-(methyloxy)-4-[(4-nitrophenyl)oxy]benzene (Intermediate 19, 1.43 g) in tetrahydrofuran (65 mL)/water (32.5 mL) iron (1.540 g, 27.6 mmol) and then ammonium chloride (1.475 g, 27.6 mmol) were added and the reaction mixture was stirred for 5 hours at room temperature. The catalyst was filtered off and the solution was diluted with a saturated solution of Na2CO3 (10 mL) and extracted with ethyl acetate (2 times 60 mL). Combined organic layers were dried over sodium sulphate, filtered and evaporated to the title compound (1.25 g) as a brown/red solid.

後処理

  1. filtrationThe catalyst was filtered off
  2. additionthe solution was diluted with a saturated solution of Na2CO3 (10 mL)
  3. extractionextracted with ethyl acetate (2 times 60 mL)
  4. dry with materialCombined organic layers were dried over sodium sulphate
  5. filtrationfiltered
  6. customevaporated to the title compound (1.25 g) as a brown/red solid

出典と根拠

ORDレコード
ord-5bfc12b90ce54a438f0fdd5a44317135
出典データセット
uspto-grants-2015_12
特許番号
US09216967B2

反応ノート

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