Water → 4-(Benzyloxy)cyclohexane-1-carbonitrile

HRID 587123ノート

反応式

HRID 587123 の反応式
[CH2:1]([O:8][CH:9]1[CH2:14][CH2:13][CH:12]([C:15]([NH2:17])=O)[CH2:11][CH2:10]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.FC(F)(F)C(OC(=O)C(F)(F)F)=O.O>C1COCC1>[CH2:1]([O:8][CH:9]1[CH2:14][CH2:13][CH:12]([C:15]#[N:17])[CH2:11][CH2:10]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

5

反応物 3

HCID 962WaterHCID 9845Trifluoroacetic anhydrideHCID 71239712HCID 71239712、化合物

生成物 1

HCID 467807704-(Benzyloxy)cyclohexane-1-carbonitrile収率 97.5%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a suspension of 4-(benzyloxy)cyclohexanecarboxamide (2.33 g, 10 mmol, 1.0 equiv) in THF (dry, 50 mL) was added trifluoroacetic anhydride (4.16 mL, 30 mmol, 3.0 equiv) dropwise at room temperature. The resulting clear solution was stirred at room temperature for 30 min and then concentrated to give the residue. H2O (50 mL) was added. The aqueous phase was extracted with MTBE (3×50 mL). The combined organic solution was washed with brine (50 mL), dried over anhydrous Na2SO4, concentrated to give 2.1 g (yield 97%) of 4-(benzyloxy)cyclohexanecarbonitrile as a pale yellow oil.

後処理

  1. concentrationconcentrated
  2. customto give the residue
  3. extractionThe aqueous phase was extracted with MTBE (3×50 mL)
  4. washThe combined organic solution was washed with brine (50 mL)
  5. dry with materialdried over anhydrous Na2SO4
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-5e14e4a929f846929471cfb5ccb6d7da
出典データセット
uspto-grants-2016_01
特許番号
US09226923B2

反応ノート

読み込み中…