Benzyl chloroformate → HCID 58687102, 화합물

HRID 2361326노트

반응식

HRID 2361326 반응식
[NH2:1][C:2]1[C:3]([F:10])=[C:4]([CH:7]=[CH:8][CH:9]=1)[C:5]#[N:6].C(=O)([O-])[O-].[K+].[K+].[C:17](Cl)(=[O:26])[O:18][CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>C1COCC1>[C:5]([C:4]1[C:3]([F:10])=[C:2]([NH:1][C:17](=[O:26])[O:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH:9]=[CH:8][CH:7]=1)#[N:6]

참가 물질

5

반응물 3

HCID 10387Benzyl chloroformateHCID 11430Potassium CarbonateHCID 407874923-Amino-2-fluorobenzonitrile

생성물 1

HCID 58687102HCID 58687102, 화합물수율 83%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a light brown solution of 3-amino-2-fluorobenzonitrile (2.7141 g, 19.94 mmol) and potassium carbonate (4.13 g, 29.9 mmol) in THF (166 mL) was syringed benzyl carbonochloridate (4.49 mL, 29.9 mmol) under nitrogen, and the reaction was stirred overnight. The insoluble material was filtered, and the filtrate was concentrated in vacuo. The residue was dissolved in EtOAc (200 mL) and washed with 1 N aqueous HCl (50 mL), water (50 mL) and brine (50 mL), successively. The organic solution was dried over MgSO4 and concentrated in vacuo to give crude product which was stirred in hexanes (75 mL) for 1 hr. The insoluble material was filtered and washed with hexanes to give the desired product (4.4541 g, 16.48 mmol, 83% yield) as a light tan solid.

후처리

  1. filtrationThe insoluble material was filtered
  2. concentrationthe filtrate was concentrated in vacuo
  3. dissolutionThe residue was dissolved in EtOAc (200 mL)
  4. washwashed with 1 N aqueous HCl (50 mL), water (50 mL) and brine (50 mL)
  5. dry with materialThe organic solution was dried over MgSO4
  6. concentrationconcentrated in vacuo
  7. customto give crude product which
  8. filtrationThe insoluble material was filtered
  9. washwashed with hexanes

출처 및 근거

ORD 기록
ord-35552c18e5144906aa03d1210beab117
출처 데이터셋
uspto-grants-2014_04
특허 번호
US08685969B2

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