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

HRID 587123노트

반응식

HRID 587123 반응식
[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

참가 물질

5

반응물 3

HCID 962WaterHCID 9845Trifluoroacetic anhydrideHCID 71239712HCID 71239712, 화합물

생성물 1

HCID 467807704-(Benzyloxy)cyclohexane-1-carbonitrile수율 97.5%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-5e14e4a929f846929471cfb5ccb6d7da
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09226923B2

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