1-Bromo-4-tert-butyl-2-nitrobenzene → 3-tert-Butylaniline

HRID 23458

반응식

HRID 23458 반응식
Br[C:2]1[CH:7]=[CH:6][C:5]([C:8]([CH3:11])([CH3:10])[CH3:9])=[CH:4][C:3]=1[N+:12]([O-])=O.[H][H]>[Pd].CO>[C:8]([C:5]1[CH:4]=[C:3]([NH2:12])[CH:2]=[CH:7][CH:6]=1)([CH3:11])([CH3:9])[CH3:10]

참가 물질

5

반응물 2

HCID 112539061-Bromo-4-tert-butyl-2-nitrobenzeneHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 793343-tert-Butylaniline

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

1-Bromo-4-tert-butyl-2-nitro-benzene (18 g) was reduced as described in General Method 3 using 10% palladium on charcoal (1 g) and MeOH (100 mL) in a hydrogen atmosphere (50 psi). The catalyst was filtered, and the solvents were evaporated. The residue was taken in EtOAc (100 mL) and washed with saturated sodium bicarbonate solution and H2O. The solution was dried and concentrated. The residue was purified by flash chromatography to give 3-tert-butyl-phenylamine. MS (APCI): 150 (M+H).

후처리

  1. filtrationThe catalyst was filtered
  2. customthe solvents were evaporated
  3. washwashed with saturated sodium bicarbonate solution and H2O
  4. customThe solution was dried
  5. concentrationconcentrated
  6. customThe residue was purified by flash chromatography

출처 및 근거

ORD 기록
ord-d7f5f06869914232b71e686a20541302
출처 데이터셋
uspto-grants-2005_02
특허 번호
US06852711B2

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