Nitric Acid → 5,6,7,8-Tetrahydro-1-nitro-2-naphthalenol

HRID 2393297노트

반응식

HRID 2393297 반응식
[CH:1]1[C:10]2[CH2:9][CH2:8][CH2:7][CH2:6][C:5]=2[CH:4]=[CH:3][C:2]=1[OH:11].CCOCC.[N+:17]([O-])([OH:19])=[O:18]>O>[OH:11][C:2]1[CH:3]=[CH:4][C:5]2[CH2:6][CH2:7][CH2:8][CH2:9][C:10]=2[C:1]=1[N+:17]([O-:19])=[O:18]

참가 물질

5

반응물 3

HCID 944Nitric AcidHCID 3283Diethyl EtherHCID 143055,6,7,8-Tetrahydro-2-naphthol

생성물 1

HCID 49137365,6,7,8-Tetrahydro-1-nitro-2-naphthalenol수율 32.6%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

5,6,7,8-Tetrahydro-2-naphthol (50 g, 0.337 mol) was mixed with ether (400 ml), and the mixture was added dropwise with 60% nitric acid (28 ml, 0.368 mol) while the reaction temperature was kept below 15° C. , and then stirring was continued at 15° to 20° C. for 1 hour. The reaction mixture was added with water (500 ml) and extracted with ethyl acetate, and the extract was washed with saturated brine and dried over anhydrous sodium sulfate, and then the solvent was evaporated. The residue was purified by silica gel chromatography (Wako Gell C-300: 900 g, eluent: hexane/ethyl acetate=50/1 to 60/1) to give 2-hydroxy-5,6,7,8-tetrahydro-1-nitronaphthalene (21.2 g).

후처리

  1. customwas kept below 15° C.
  2. extractionextracted with ethyl acetate
  3. washthe extract was washed with saturated brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. customthe solvent was evaporated
  6. customThe residue was purified by silica gel chromatography (Wako Gell C-300: 900 g, eluent: hexane/ethyl acetate=50/1 to 60/1)

출처 및 근거

ORD 기록
ord-e5b36d05147d4a7fa702566fb88c1532
출처 데이터셋
uspto-grants-1998_09
특허 번호
US05807860

반응 노트

불러오는 중…