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2-(5-chloro-2-nitrophenylmethyl)benzoic Acid Methyl Ester → 2-(2-amino-5-chlorophenylmethyl)benzoic Acid Methyl Ester

HRID 460432
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HRID 460432 반응식
[CH3:1][O:2][C:3](=[O:21])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[CH2:10][C:11]1[CH:16]=[C:15]([Cl:17])[CH:14]=[CH:13][C:12]=1[N+:18]([O-])=O>C(O)(=O)C.O>[CH3:1][O:2][C:3](=[O:21])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[CH2:10][C:11]1[CH:16]=[C:15]([Cl:17])[CH:14]=[CH:13][C:12]=1[NH2:18]
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참가 물질

3

반응물 1

HCID 213015592-(5-chloro-2-nitrophenylmethyl)benzoic Acid Methyl Ester

생성물 1

HCID 120966522-(2-amino-5-chlorophenylmethyl)benzoic Acid Methyl Ester수율 47.9%

시약·촉매·용매 1

HCID 21899381Acetic acid--water (1/1)용매

실험 절차

To a solution of 2-(2-nitro-5-chlorophenylmethyl) benzoic acid methyl ester (840 mg; prepared in reference example 3) in a mixture of acetic acid-water (5:1; 12 ml) was added steel powder (768 mg) and the mixture was added for 20 minutes at 80° C. The suspension was poured into ice-water and was extracted with ethyl acetate. The organic layer was washed with water, a saturated aqueous solution of sodium bicarbonate and a saturated aqueous solution of sodium chloride successively, dried, and was concentrated. The residue was purified by column chromatography on silica gel to give the title compound (363 mg) having the following physical data.

후처리

  1. additionthe mixture was added for 20 minutes at 80° C
  2. extractionwas extracted with ethyl acetate
  3. washThe organic layer was washed with water
  4. dry with materiala saturated aqueous solution of sodium bicarbonate and a saturated aqueous solution of sodium chloride successively, dried
  5. concentrationwas concentrated
  6. customThe residue was purified by column chromatography on silica gel

출처 및 근거

ORD 기록
ord-ef61257a8f7e4a3986ed2f7c63c0e16e
출처 데이터셋
uspto-grants-2007_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07196198B2

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