Methyl 2-methoxy-3-nitrobenzoate → (2-Methoxy-3-nitrophenyl)methanol

HRID 618243노트

반응식

HRID 618243 반응식
C[O:2][C:3](=O)[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([N+:10]([O-:12])=[O:11])[C:5]=1[O:13][CH3:14].[BH4-].[Na+]>C(O)(C)(C)C>[CH3:14][O:13][C:5]1[C:6]([N+:10]([O-:12])=[O:11])=[CH:7][CH:8]=[CH:9][C:4]=1[CH2:3][OH:2]

참가 물질

4

반응물 2

HCID 590805Methyl 2-methoxy-3-nitrobenzoateHCID 4311764Sodium borohydride

생성물 1

HCID 18789679(2-Methoxy-3-nitrophenyl)methanol수율 68.4%

시약·촉매·용매 1

HCID 6386tert-Butanol용매

실험 절차

A solution of 14.0 g of 2-methoxy-3-nitro-benzoic acid methyl ester in 245 ml of tert-butanol was treated with 6.75 g of sodium borohydride, and the heterogeneous mixture to 80° C. Methonol (62 ml) was slowly added at a dropwise rate over 2 hr. After 3 hr at 80° C., the solvent was evaporated at 40° C. under reduced pressure and the residue was treated with water, acidified with hydrochloric acid, extracted with ethyl acetate, the extracts washed with brine, dried, and evaporated to dryness. Purification of the residue by flash column chromatography on silica gel afforded 8.3 g of (2-methoxy-3-nitro-phenyl)-methanol as a brown solid. ##STR136##

후처리

  1. customto 80° C
  2. additionMethonol (62 ml) was slowly added at a dropwise rate over 2 hr
  3. customthe solvent was evaporated at 40° C. under reduced pressure
  4. additionthe residue was treated with water
  5. extractionextracted with ethyl acetate
  6. washthe extracts washed with brine
  7. customdried
  8. customevaporated to dryness
  9. customPurification of the residue by flash column chromatography on silica gel

출처 및 근거

ORD 기록
ord-b99fd020db97432ab6f9448d4b87eaff
출처 데이터셋
uspto-grants-1999_09
특허 번호
US05952362

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