Hydrochloric Acid → (2,6-Dimethyl-3-nitrophenyl)methanol

HRID 613603

반응식

HRID 613603 반응식
[CH3:1][C:2]1[C:10]([N+:11]([O-:13])=[O:12])=[CH:9][CH:8]=[C:7]([CH3:14])[C:3]=1[C:4](O)=[O:5].Cl>O1CCCC1>[CH3:1][C:2]1[C:10]([N+:11]([O-:13])=[O:12])=[CH:9][CH:8]=[C:7]([CH3:14])[C:3]=1[CH2:4][OH:5]

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 2393292,6-Dimethyl-3-nitrobenzoic acid

생성물 1

HCID 10487641(2,6-Dimethyl-3-nitrophenyl)methanol수율 80%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 2,6-dimethyl-3-nitrobenzoic acid (3.09 g) in tetrahydrofuran (5 ml) was added borane-methyl sulfide complex (2.41 g) under ice-cooling, and the mixture was stirred for 30 minutes at the same temperature, for 1 hour at ambient temperature, and then for 4 hours under heating. To the mixture was added 1N hydrochloric acid under ice-cooling, and the mixture was allowed to stand overnight. The mixture was extracted with ethyl acetate twice, and the combined organic layer was washed with saturated sodium bicarbonate solution, water and brine, dried over magnesium sulfate and concentrated. The residue was recrystallized with diisopropyl ether to give 2,6- dimethyl-3-nitrobenzyl alcohol (2.296 g) as a pale yellow crystal.

후처리

  1. temperaturecooling
  2. temperaturefor 4 hours under heating
  3. temperaturecooling
  4. waitto stand overnight
  5. extractionThe mixture was extracted with ethyl acetate twice
  6. washthe combined organic layer was washed with saturated sodium bicarbonate solution, water and brine
  7. dry with materialdried over magnesium sulfate
  8. concentrationconcentrated
  9. customThe residue was recrystallized with diisopropyl ether

출처 및 근거

ORD 기록
ord-fd7df1b41bf74427a9876cc7b1342632
출처 데이터셋
uspto-grants-1999_12
특허 번호
US06008229

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