Acetic Acid → HCID 28545108, 화합물

HRID 131786

반응식

HRID 131786 반응식
[O:1]([C:8]1[CH:14]=[CH:13][CH:12]=[CH:11][C:9]=1[NH2:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:15][C:16]([CH3:18])=O.C(O)(=O)C.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+]>ClC(Cl)C>[CH:16]([NH:10][C:9]1[CH:11]=[CH:12][CH:13]=[CH:14][C:8]=1[O:1][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)([CH3:18])[CH3:15]

참가 물질

6

반응물 4

HCID 176Acetic AcidHCID 180AcetoneHCID 75899Benzenamine, 2-phenoxy-HCID 5049666Sodium triacetoxyborohydride

생성물 1

HCID 28545108HCID 28545108, 화합물수율 92.4%

시약·촉매·용매 1

HCID 63651,1-Dichloroethane용매

실험 절차

To a solution of 2-phenoxyaniline (0.93 g, 5.0 mmol) in dichloroethane (50 ml) was added anhydrous acetone (0.73 ml, 10.0 mmol) and acetic acid (0.1 ml, 2.0 mmol). The mixture was stirred for 30 min, and sodium triacetoxyborohydride (3.18 g, 15.0 mmol) was added in one portion. The reaction mixture was stirred overnight at ambient temperature. The reaction mixture was quenched by slow addition of MeOH (10 ml) and concentrated under reduced pressure. The residue was poured into water (50 ml) and extracted with ethyl acetate (3×100 ml). Organic extracts were combined and washed with brine (2×100 ml) and dried (Na2SO4), concentrated under reduced pressure to give N-isopropyl-2-phenoxyaniline (1.05 g, 91%) as colorless oil.

후처리

  1. stirringThe reaction mixture was stirred overnight at ambient temperature
  2. customThe reaction mixture was quenched by slow addition of MeOH (10 ml)
  3. concentrationconcentrated under reduced pressure
  4. additionThe residue was poured into water (50 ml)
  5. extractionextracted with ethyl acetate (3×100 ml)
  6. washwashed with brine (2×100 ml)
  7. dry with materialdried (Na2SO4)
  8. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-1caf0552fb9345df815a0cda6d91f712
출처 데이터셋
uspto-grants-2008_06
특허 번호
US07384967B2

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