Hydrochloric Acid → (3-Benzyloxy-4-nitrophenyl)acetonitrile

HRID 1358457

反応式

HRID 1358457 の反応式
[OH-].[Na+].C([C:10]1[C:11]([N+:33]([O-:35])=[O:34])=[C:12]([O:16][C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([CH2:23][C:24]3C=CC=CC=3)C=2[N+]([O-])=O)[CH:13]=[CH:14][CH:15]=1)C1C=CC=CC=1.C1(S[CH2:43][C:44]#[N:45])C=CC=CC=1.Cl>CS(C)=O>[CH2:17]([O:16][C:12]1[CH:13]=[C:14]([CH2:43][C:44]#[N:45])[CH:15]=[CH:10][C:11]=1[N+:33]([O-:35])=[O:34])[C:22]1[CH:21]=[CH:20][CH:19]=[CH:23][CH:24]=1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 78891(Phenylthio)acetonitrileHCID 57359178Benzyl-2-nitrophenyl Ether

生成物 1

HCID 13629306(3-Benzyloxy-4-nitrophenyl)acetonitrile

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒2 回

実験手順

To a suspension of NaOH (68.44 g 1.71 mol, Aldrich, 20-40 mesh beads) in 171 mL of DMSO a solution of benzyl-2-nitrophenyl ether (39.23 g, 0.171 mol) and (phenylthio)acetonitrile (25.54 g, 0.171 mol, Lancaster) in 171 mL of DMSO was added dropwise for 10 min and stirred at r.t. for another 25 min. A mixture of 430 g of ice and 430 g of conc. HCl was added. The product precipitated and crystallized. The reaction mixture was cooled down in a refrigerator and filtered. The precipitate was dried on air (hood!) and recrystallized from EtOAc-hexanes. Yield 32.03 g (70%), mp 78-80° C.

後処理

  1. additionwas added dropwise for 10 min
  2. additionwas added
  3. customThe product precipitated
  4. customcrystallized
  5. temperatureThe reaction mixture was cooled down in a refrigerator
  6. filtrationfiltered
  7. customThe precipitate was dried on air (hood!)
  8. customrecrystallized from EtOAc-hexanes

出典と根拠

ORDレコード
ord-07042c1f284e4e9f9227e21fb80c0ce4
出典データセット
uspto-grants-2003_07
特許番号
US06596734B1

関連ノート

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