Bis(trimethylsilyl)carbodiimide → HCID 178487045, 화합물

HRID 472975노트

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HRID 472975 반응식
[CH3:1][O:2][CH:3]1[CH2:25][CH2:24][C:6]2([CH2:14][C:13]3[C:8](=[CH:9][C:10]([C:15]4[CH:16]=[C:17]([CH:20]=[CH:21][CH:22]=4)[C:18]#[N:19])=[CH:11][CH:12]=3)[C:7]2=O)[CH2:5][CH2:4]1.C[Si]([N:30]=[C:31]=[N:32][Si](C)(C)C)(C)C>C(Cl)Cl.Cl[Ti](Cl)(Cl)Cl>[C:18]([C:17]1[CH:16]=[C:15]([C:10]2[CH:9]=[C:8]3[C:13](=[CH:12][CH:11]=2)[CH2:14][C:6]2([CH2:5][CH2:4][CH:3]([O:2][CH3:1])[CH2:25][CH2:24]2)/[C:7]/3=[N:32]\[C:31]#[N:30])[CH:22]=[CH:21][CH:20]=1)#[N:19]

참가 물질

5

반응물 2

HCID 70473Bis(trimethylsilyl)carbodiimideHCID 670441643-(4-Methoxy-1'-oxo-1',3'-dihydrospiro[cyclohexane-1,2'-indene]-6'-yl)benzonitrile

생성물 1

HCID 178487045HCID 178487045, 화합물수율 93.8%

시약·촉매·용매 2

HCID 24193Titanium Tetrachloride촉매HCID 6344Dichloromethane용매

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온도
50 °C

실험 절차

To a solution of 3-(4-methoxy-1′-oxo-1′,3′-dihydrospiro[cyclohexane-1,2′-indene]-6′-yl)benzonitrile (30 mg, 0.09 mmol) in CH2Cl2 (3 mL) was added TiCl4 (0.2 mL). It was stirred in microwave at 50° C. for 5 minutes. Then bis-trimethylsilylcarbodiimide (0.2 mL, 0.146 mmol) was added. The resulting mixture was stirred in microwave at 60° C. for 10 minutes. The reaction mixture was poured into ice-water, extracted with DCM. The combined organic phases were dried over anhydrous Na2SO4, and filtered. The filtrate was concentrated to give (E)-N-(5′-(3-cyanophenyl)-4-methoxyspiro[cyclohexane-1,2′-indene]-3′(1′H)-ylidene) cyanamide (30 mg, crude).

후처리

  1. stirringThe resulting mixture was stirred in microwave at 60° C. for 10 minutes
  2. extractionextracted with DCM
  3. dry with materialThe combined organic phases were dried over anhydrous Na2SO4
  4. filtrationfiltered
  5. concentrationThe filtrate was concentrated

출처 및 근거

ORD 기록
ord-fa572413b90c405aa8d85c0c722ec217
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08633212B2

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