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Ammonia → 1-(4-Bromophenyl)cyclopropane-1-carboxamide

HRID 2246786
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HRID 2246786 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([C:11]([OH:13])=O)[CH2:10][CH2:9]2)=[CH:4][CH:3]=1.ClC(OCC(C)C)=O.C([N:24](CC)CC)C.N>C(Cl)(Cl)Cl.O>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([C:11]([NH2:24])=[O:13])[CH2:10][CH2:9]2)=[CH:4][CH:3]=1
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참가 물질

7

반응물 4

HCID 222AmmoniaHCID 8471TriethylamineHCID 62365Isobutyl chloroformateHCID 162279661-(4-Bromophenyl)cyclopropane-1-carboxylic acid

생성물 1

HCID 432447391-(4-Bromophenyl)cyclopropane-1-carboxamide

시약·촉매·용매 2

HCID 962Water용매
HCID 6212
Chloroform
용매

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온도
-15 °C

실험 절차

To a −15° C. solution of 1-(4-bromophenyl)cyclopropanecarboxylic acid from Step 2 (1.5 g) in chloroform (60 mL) were slowly added isobutyl chloroformate (900 μL) and triethylamine (1.1 mL). The reaction mixture was stirred at −15° C. for 2 hours. Then it was saturated with ammonia gas and stirred at −15° C. for 10 minutes. The reaction mixture was allowed to stand at room temperature for 1 hour then poured into water (60 mL) and partitioned. The aqueous layer was extracted with dichloromethane (2×160 mL). The combined extracts were washed with brine, dried with magnesium sulfate and the solvent removed in vacuo. The residue was purified by swish using diethyl ether and hexanes to yield the title compound.

후처리

  1. customTo a −15° C.
  2. stirringstirred at −15° C. for 10 minutes
  3. waitto stand at room temperature for 1 hour
  4. custompartitioned
  5. extractionThe aqueous layer was extracted with dichloromethane (2×160 mL)
  6. washThe combined extracts were washed with brine
  7. dry with materialdried with magnesium sulfate
  8. customthe solvent removed in vacuo
  9. customThe residue was purified

출처 및 근거

ORD 기록
ord-931745d160ab4db0917cab30160d825e
출처 데이터셋
uspto-grants-2010_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07687524B2

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