Methanol → Benzoic acid, 3,4-dihydroxy-5-nitro-, methyl ester

HRID 1643812노트

반응식

HRID 1643812 반응식
S(Cl)(Cl)=O.[OH:5][C:6]1[CH:7]=[C:8]([CH:12]=[C:13]([N+:16]([O-:18])=[O:17])[C:14]=1[OH:15])[C:9]([OH:11])=[O:10].[CH3:19]O>>[OH:5][C:6]1[CH:7]=[C:8]([CH:12]=[C:13]([N+:16]([O-:18])=[O:17])[C:14]=1[OH:15])[C:9]([O:11][CH3:19])=[O:10]

참가 물질

4

반응물 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 144509823,4-Dihydroxy-5-nitrobenzoic acid

생성물 1

HCID 5747973Benzoic acid, 3,4-dihydroxy-5-nitro-, methyl ester수율 71.4%

실험 절차

Thionyl chloride (6.07 mL, 83 mmol) was added drop wise to a stirred solution of 3,4-dihydroxy-5-nitrobenzoic acid (14.4 g, 72.3 mmol) in MeOH (70 mL) at room temperature for 1 h. The reaction mixture was refluxed for 3 h and concentrated. The residue was recrystallized from water and vacuum-dried to afford the desired ester (11.0 g, 51.6 mmol, 71.4% yield).

후처리

  1. temperatureThe reaction mixture was refluxed for 3 h
  2. concentrationconcentrated
  3. customThe residue was recrystallized from water
  4. customvacuum-dried

출처 및 근거

ORD 기록
ord-dc7982a5252b4d51976a00c7acb0220b
출처 데이터셋
uspto-grants-2012_02
특허 번호
US08119624B2

반응 노트

불러오는 중…