Methanol → Methyl 2-hydroxy-2-(3-nitrophenyl)acetate

HRID 490927노트

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HRID 490927 반응식
[OH:1][CH:2]([C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([N+:11]([O-:13])=[O:12])[CH:6]=1)[C:3]#N.C[OH:15].CC[O:18][CH2:19]C>>[CH3:19][O:18][C:3](=[O:15])[CH:2]([OH:1])[C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([N+:11]([O-:13])=[O:12])[CH:6]=1

참가 물질

4

반응물 3

HCID 887MethanolHCID 3283Diethyl EtherHCID 32778082-Hydroxy-2-(3-nitrophenyl)acetonitrile

생성물 1

HCID 11789073Methyl 2-hydroxy-2-(3-nitrophenyl)acetate수율 76%

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온도
0 °C

실험 절차

To a solution of α-hydroxy-3-nitrobenzeneacetonitrile (27.8 g, 156.1 mmol) in 500 mL of ether was added methanol (7.6 mL, 187.3 mmol). Hydrogen chloride gas was bubbled into the solution until it was saturated. The solution changed to a heterogeneous solution. The solution was cooled to 0° C. and filtered to collect the solid. The filtrate was extracted with methylene chloride, dried over sodium sulfate, filtered and concentrated to afford 25.0 g (76%) of 2-hydroxy-2-(3-nitrophenyl)ethanoic acid methyl ester, a compound of formula (S), as a yellow solid.

후처리

  1. customHydrogen chloride gas was bubbled into the solution until it
  2. filtrationfiltered
  3. customto collect the solid
  4. extractionThe filtrate was extracted with methylene chloride
  5. dry with materialdried over sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-86f64b64484149c1bd0467d953ba47a2
출처 데이터셋
uspto-grants-2009_05
특허 번호
US07528173B2

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