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

반응식

HRID 2295793 반응식
[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

참가 물질

5

반응물 2

HCID 132459914-(4-Chloro-5,6,7,8-tetrahydro-1-naphthoxy)-3,5-dimethyl-1-nitrobenzeneHCID 178418361HCID 178418361, 화합물2회

생성물 1

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

시약·촉매·용매 2

HCID 23939Platinum촉매HCID 1140Toluene용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-e5580e7d8e7c43efb50461886a12b5db
출처 데이터셋
uspto-grants-1984_01
특허 번호
US04426385

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