4-(4-Chloro-5,6,7,8-tetrahydro-1-naphthoxy)-3,5-dimethyl-1-nitrobenzene → 4-(4-Chloro-5,6,7,8-tetrahydro-1-naphthoxy)-3,5-dimethylaniline

HRID 2295793

反応式

HRID 2295793 の反応式
[Cl:1][C:2]1[C:11]2[CH2:10][CH2:9][CH2:8][CH2:7][C:6]=2[C:5]([O:12][C:13]2[C:18]([CH3:19])=[CH:17][C:16]([N+:20]([O-])=O)=[CH:15][C:14]=2[CH3:23])=[CH:4][CH:3]=1.[H][H]>C1(C)C=CC=CC=1.[Pt]>[Cl:1][C:2]1[C:11]2[CH2:10][CH2:9][CH2:8][CH2:7][C:6]=2[C:5]([O:12][C:13]2[C:14]([CH3:23])=[CH:15][C:16]([NH2:20])=[CH:17][C:18]=2[CH3:19])=[CH:4][CH:3]=1

参加物

5

反応物 2

HCID 132459914-(4-Chloro-5,6,7,8-tetrahydro-1-naphthoxy)-3,5-dimethyl-1-nitrobenzeneHCID 178418361HCID 178418361、化合物2 回

生成物 1

HCID 132460354-(4-Chloro-5,6,7,8-tetrahydro-1-naphthoxy)-3,5-dimethylaniline収率 99.5%

試薬・触媒・溶媒 2

HCID 23939Platinum触媒HCID 1140Toluene溶媒

実験手順

A 1 L rocking Parr hydrogenator was charged with a solution containing 19.11 g of 4-(4-chloro-5,6,7,8-tetrahydro-1-naphthoxy)-3,5-dimethyl-1-nitrobenzene in 600 mL of toluene. To this was then added 1.0 g of 5% platinum on carbon. This was then placed under an atmosphere of hydrogen at 100 psi. The internal pressure was maintained between 80 and 100 psi while hydrogen uptake continued. When the hydrogen uptake ceased, the contents of the hydrogenator were removed and the vessel washed with toluene. The washings were combined with the reaction mixture. This was then filtered through celite. Removal of the solvents afforded 17.30 g of pale yellow solid. mp 126°-135° C. NMR(CDCl3): δ1.6-1.8 (m, 4H), 2.0 (S, 6H), 2.6-2.9 (m, 4H), 3.45 (S, 2H), 6.13 (d, J=9 Hz, 1H), 6.37 (S, 2H), 6.93 (d, J= 9 Hz, 1H).

後処理

  1. additionwas charged with a solution
  2. customthe contents of the hydrogenator were removed
  3. washthe vessel washed with toluene
  4. filtrationThis was then filtered through celite
  5. customRemoval of the solvents

出典と根拠

ORDレコード
ord-e5580e7d8e7c43efb50461886a12b5db
出典データセット
uspto-grants-1984_01
特許番号
US04426385

関連ノート

読み込み中…