Dimethyl Sulfate → Methyl 4-amino-5-chloro-2-hydroxybenzoate

HRID 5370

반응식

HRID 5370 반응식
[NH2:1][C:2]1[C:10]([Cl:11])=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[C:4]([OH:12])[CH:3]=1.C[O-].[Na+].CO.S(OC)(O[CH3:22])(=O)=O>CO.O>[NH2:1][C:2]1[C:10]([Cl:11])=[CH:9][C:5]([C:6]([O:8][CH3:22])=[O:7])=[C:4]([OH:12])[CH:3]=1

참가 물질

6

반응물 3

HCID 6497Dimethyl SulfateHCID 148832224-Amino-5-chloro-2-hydroxybenzoic acidHCID 23694274Sodium methanolate methanol

생성물 1

HCID 14883223Methyl 4-amino-5-chloro-2-hydroxybenzoate수율 87%

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

실험 절차

A solution of 4-amino-5-chloro-2-hydroxybenzoic acid (1.88 g, 10 mmol) in absolute methanol (20 mL) was treated with 25% sodium methoxide/methanol (2.16 g, 10 mmol), stirred for 30 minutes, and concentrated in vacuo. The solid residue was taken up in anhydrous acetone (30 mL), treated with dimethyl sulfate (1.64 g, 13 mmol), and refluxed for 2 hours. The resultant solution was diluted with water (100 mL), and the precipitate was filtered, washed with water, and dried exhaustively in vacuo to afford 1.75 g (87%) of fine colorless needles. The material was recrystallized from ethyl acetate/hexane; mp 138°-139° C.

후처리

  1. concentrationconcentrated in vacuo
  2. temperaturerefluxed for 2 hours
  3. filtrationthe precipitate was filtered
  4. washwashed with water
  5. customdried exhaustively in vacuo

출처 및 근거

ORD 기록
ord-5ef4854df60141d78ca949d2c8047a2b
출처 데이터셋
uspto-grants-1993_09
특허 번호
US05244907

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