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

HRID 490927ノート

反応式

HRID 490927 の反応式
[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

参加物

4

反応物 3

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

生成物 1

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

反応条件

温度
0 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-86f64b64484149c1bd0467d953ba47a2
出典データセット
uspto-grants-2009_05
特許番号
US07528173B2

反応ノート

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