Acetic Acid → HCID 14147965, 화합물

HRID 274069노트

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HRID 274069 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5](/[CH:9]=[CH:10]\[N+:11]([O-:13])=[O:12])[CH:6]=[CH:7][CH:8]=1.[BH4-].[Na+].C(O)(=O)C.[Cl-].[Na+]>O1CCOCC1.C(O)C.C(OCC)(=O)C>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([CH2:9][CH2:10][N+:11]([O-:13])=[O:12])[CH:4]=1

참가 물질

8

반응물 4

HCID 176Acetic AcidHCID 5234Sodium ChlorideHCID 1809355(Z)-1-(3-methoxyphenyl)-2-nitroetheneHCID 4311764Sodium borohydride2회

생성물 1

HCID 14147965HCID 14147965, 화합물수율 69%

시약·촉매·용매 3

HCID 702Ethanol용매HCID 8857Ethyl Acetate용매HCID 312751,4-Dioxane용매2회

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온도
30 °C

실험 절차

A solution of (Z)-1-(3-methoxyphenyl)-2-nitroethene (33.85 g) in 1,4-dioxane (315 ml) was added dropwise to an efficiently stirred suspension of sodium borohydride (15.77 g) in a mixture of 1,4-dioxane (315 ml) and ethanol (98 ml) over a period of 0.5 hour while maintaining a temperature of 30° C. After stirring for 2 hours, the resultant slurry was diluted with ice water (393 ml) and the excess sodium borohydride was decomposed with 50% aqueous acetic acid (47.4 ml). To the solution, sodium chloride (68 g) and ethyl acetate were added. The organic layer was separated and the aqueous layer was extracted with ethyl acetate. The combined organic layer was washed with brine, dried over magnesium sulfate, and evaporated in vacuo. The residue was purified by distillation under reduced pressure to give 1-methoxy-3-(2-nitroethyl)benzene (23.62 g).

후처리

  1. customThe organic layer was separated
  2. extractionthe aqueous layer was extracted with ethyl acetate
  3. washThe combined organic layer was washed with brine
  4. dry with materialdried over magnesium sulfate
  5. customevaporated in vacuo
  6. distillationThe residue was purified by distillation under reduced pressure

출처 및 근거

ORD 기록
ord-06dcae5850eb40f1a79735621668f9a1
출처 데이터셋
uspto-grants-1995_02
특허 번호
US05387710

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