N1-(1-Methylethyl)-1,4-benzenediamine → 2,6-Di-tert-butyl4-[(4-isopropylamino-phenylamino)-methyl]-phenol

HRID 1835632

反応式

HRID 1835632 の反応式
Br[CH2:2][C:3]1[CH:8]=[C:7]([C:9]([CH3:12])([CH3:11])[CH3:10])[C:6]([OH:13])=[C:5]([C:14]([CH3:17])([CH3:16])[CH3:15])[CH:4]=1.[CH:18]([NH:21][C:22]1[CH:27]=[CH:26][C:25]([NH2:28])=[CH:24][CH:23]=1)([CH3:20])[CH3:19]>O1CCCC1>[C:9]([C:7]1[CH:8]=[C:3]([CH2:2][NH:28][C:25]2[CH:24]=[CH:23][C:22]([NH:21][CH:18]([CH3:20])[CH3:19])=[CH:27][CH:26]=2)[CH:4]=[C:5]([C:14]([CH3:17])([CH3:16])[CH3:15])[C:6]=1[OH:13])([CH3:12])([CH3:11])[CH3:10]

参加物

4

反応物 2

HCID 85306N1-(1-Methylethyl)-1,4-benzenediamine2 回HCID 612973Phenol, 4-(bromomethyl)-2,6-bis(1,1-dimethylethyl)-2 回

生成物 1

HCID 121356902,6-Di-tert-butyl4-[(4-isopropylamino-phenylamino)-methyl]-phenol

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

4-Bromomethyl-2,6-di-tert-butyl-phenol (2.42 g, 0.008 mole) was dissolved in 50 mL of dry tetrahydrofuran. In a separate conical flask N-Isopropyl-benzene-1,4-diamine (2.40 g, 0.016 mole) was dissolved in 25 mL of tetrahydrofuran and solution was transferred to a cylindrical funnel with pressure equalizing tube. Three-necked round-bottomed flask containing solution of 4-Bromomethyl-2,6di-tert-butyl-phenol was kept in oil-bath at 85° C. Solution in the flask was continuously stirred with the help of magnetic stirrer. N-Isopropyl-benzene-1,4-diamine solution was added drop-by-drop, from funnel to the flask in acidic medium for a span of 4-5 hours till all the solution was poured out. The reaction was terminated after that and the final reaction mixture was allowed to attain room temperature. The product was purified using silica gel column chromatography. Product was identified by 1H-NMR. The yield of 2,6di-tert-butyl4-[(4isopropylamino-phenylamino)methyl]-phenol is 2.025 g (68%).

後処理

  1. customsolution was transferred to a cylindrical funnel with pressure
  2. customwas kept in oil-bath at 85° C
  3. additionwas poured out
  4. customThe reaction was terminated after that and the final
  5. customreaction mixture
  6. customto attain room temperature
  7. customThe product was purified

出典と根拠

ORDレコード
ord-19df64c4f2e847bf9d644f7c8d2acb77
出典データセット
uspto-grants-2004_08
特許番号
US06770785B1

関連ノート

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