2-(Methoxymethyl)-4-nitroaniline → 2-Methoxymethyl-p-phenylenediamine

HRID 625898노트

반응식

HRID 625898 반응식
[CH3:1][O:2][CH2:3][C:4]1[CH:10]=[C:9]([N+:11]([O-])=O)[CH:8]=[CH:7][C:5]=1[NH2:6].[H][H]>C(OCC)(=O)C.[Pd]>[CH3:1][O:2][CH2:3][C:4]1[CH:10]=[C:9]([NH2:11])[CH:8]=[CH:7][C:5]=1[NH2:6]

참가 물질

5

반응물 2

HCID 114011432-(Methoxymethyl)-4-nitroanilineHCID 178418361HCID 178418361, 화합물3회

생성물 1

HCID 97938592-Methoxymethyl-p-phenylenediamine

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 8857Ethyl Acetate용매

실험 절차

Into a Parr hydrogenation bottle previously purged with argon, are placed a solution of 2-methoxymethyl-4-nitroaniline (5.0 g, 27.5 mmol) in ethyl acetate (50 mL) and 0.25 g of 10% palladium on carbon. The bottle is mounted on a Parr shaker and hydrogenation is carried out under 50-60 psig (64.7-74.7 psi or 446-515 kPa) of hydrogen pressure. The pressure is carefully monitored for hydrogen uptake and additional hydrogen is introduced to keep the pressure above 50 psig. The hydrogenation is carried out for 3.5 hours after which the catalyst is removed by vacuum filtration. The filtrate is concentrated to about 25 mL and toluene (25 mL) is added to precipitate the product, which is collected by vacuum filtration and dried at 60° C. under vacuum. The product yield is 4.5 g; 1H-NMR (500 MHz, DMSO-d6) δ 3.23 (s, 3 H), 4.11 (s, 2 H), 4.21 (s, 2 H), 4.24 (s, 2 H), 6.33 (dd, 1 H), 6.37 (d, 1 H), 6.41 (d, 1 H).

후처리

  1. customInto a Parr hydrogenation bottle previously purged with argon
  2. additionis introduced
  3. customafter which the catalyst is removed by vacuum filtration
  4. concentrationThe filtrate is concentrated to about 25 mL and toluene (25 mL)
  5. additionis added
  6. customto precipitate the product, which
  7. filtrationis collected by vacuum filtration
  8. customdried at 60° C. under vacuum

출처 및 근거

ORD 기록
ord-53e68000b53245f1a04aa8119175c1dc
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09309185B2

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