Acetic Acid → Ethyl 5-amino-2-methylbenzoate

HRID 1184919노트

반응식

HRID 1184919 반응식
[CH3:1][C:2]1[CH:12]=[CH:11][C:10]([N+:13]([O-])=O)=[CH:9][C:3]=1[C:4]([O:6][CH2:7][CH3:8])=[O:5].C(O)(=O)C>C1COCC1.[Zn]>[NH2:13][C:10]1[CH:11]=[CH:12][C:2]([CH3:1])=[C:3]([CH:9]=1)[C:4]([O:6][CH2:7][CH3:8])=[O:5]

참가 물질

5

반응물 2

HCID 176Acetic AcidHCID 18510875Ethyl 2-methyl-5-nitrobenzoate

생성물 1

HCID 18690998Ethyl 5-amino-2-methylbenzoate수율 100%

시약·촉매·용매 2

HCID 23994Zinc촉매HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of ethyl 2-methyl-5-nitrobenzoate 101 and acetic acid (516 mmol, 29.6 mL) (25.8 mmol, 5.4 g) in THF (129 mL) at 0° C. was added zinc (516 mmol, 33.8 g) and stirred for 1 h. The reaction was filtered, neutralized with 2N NaOH solution and extracted with ethyl acetate (2×). Organic layers were washed with water, brine, dried and concentrated under reduced pressure to give ethyl 5-amino-2-methylbenzoate 102 (4.6 g, 100%).

후처리

  1. filtrationThe reaction was filtered
  2. extractionextracted with ethyl acetate (2×)
  3. washOrganic layers were washed with water, brine
  4. customdried
  5. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-57ff3eef873149cb8d742a172643647e
출처 데이터셋
uspto-grants-2014_03
특허 번호
US08669256B2

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