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Formamide → HCID 178461168, 화합물

HRID 335135
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HRID 335135 반응식
[NH2:1][C:2]1[CH2:6][CH2:5][C@@H:4]([CH3:7])[C:3]=1[C:8]([O:10]CC)=O.C([O-])=O.[NH4+].[CH:17]([NH2:19])=O>C1(C)C=CC=CC=1>[CH3:7][C@H:4]1[C:3]2[C:8]([OH:10])=[N:19][CH:17]=[N:1][C:2]=2[CH2:6][CH2:5]1
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참가 물질

5

반응물 3

HCID 713FormamideHCID 2723923Ammonium formateHCID 59671147Ethyl (5R)-2-amino-5-methyl-1-cyclopentene-1-carboxylate

생성물 1

HCID 178461168HCID 178461168, 화합물

시약·촉매·용매 1

HCID 1140Toluene용매

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온도
150 °C

실험 절차

A 2 L 3-neck round bottom flask equipped with a condenser, internal temperature probe, was charged with (R)-ethyl 2-amino-5-methylcyclopent-1-enecarboxylate (185 g, 1093 mmol) and ammonium formate (103.4 g, 1640 mmol) in formamide (400 mL) and toluene (200 mL). The reaction was heated to an internal temperature of 150° C. and stirred for 36 hours. The reaction was cooled and transferred to a 2 L single next flask and excess formamide was removed by high vacuum distillation. The resulting oil was dissolved in CH2Cl2 and washed with brine. The combined aqueous layers were extracted with CH2Cl2. The combined organic layers were dried over sodium sulfate, filtered and concentrated to give the crude product as a brown semi solid which was taken into the next step without any further purification.

후처리

  1. customA 2 L 3-neck round bottom flask equipped with a condenser
  2. temperatureThe reaction was cooled
  3. customtransferred to a 2 L single next flask
  4. customexcess formamide was removed by high vacuum distillation
  5. dissolutionThe resulting oil was dissolved in CH2Cl2
  6. washwashed with brine
  7. extractionThe combined aqueous layers were extracted with CH2Cl2
  8. dry with materialThe combined organic layers were dried over sodium sulfate
  9. filtrationfiltered
  10. concentrationconcentrated

출처 및 근거

ORD 기록
ord-25030f1a459642fca995b2b0371e37c0
출처 데이터셋
uspto-grants-2014_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08883828B2

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