Triethylamine → HCID 178525077, 화합물

HRID 2047476노트

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HRID 2047476 반응식
C(OCC)(OCC)OCC.Cl.[NH2:12][C@H:13]1[CH2:18][CH2:17][C@H:16]([C:19]([O:21][CH2:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)=[O:20])[CH2:15][CH2:14]1.C([N:31]([CH2:34]C)CC)C.[N-:36]=[N+:37]=[N-].[Na+]>C(=O)([O-])O.[Na+].C(O)(=O)C>[N:12]1([C@H:13]2[CH2:18][CH2:17][C@H:16]([C:19]([O:21][CH2:22][C:23]3[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=3)=[O:20])[CH2:15][CH2:14]2)[CH:34]=[N:31][N:37]=[N:36]1

참가 물질

7

반응물 4

HCID 8471TriethylamineHCID 31214Ethyl orthoformateHCID 33557Sodium AzideHCID 178479264HCID 178479264, 화합물

생성물 1

HCID 178525077HCID 178525077, 화합물수율 54%

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 516892Sodium Bicarbonate용매

반응 조건

온도
90 °C

실험 절차

To a mixture of triethyl orthoformate (25 mL) and benzyl trans-4-aminocyclohexanecarboxylate monohydrochloride (1.4 g) were added triethylamine (0.77 mL) and acetic acid (2.0 mL), and the mixture was stirred at 90° C. for 30 min. To this mixture was added sodium azide (1.6 g), and the mixture was stirred at 90° C. for 12 hr. The mixture was cooled, diluted with saturated aqueous sodium hydrogen carbonate solution, and extracted with ethyl acetate. The extract was washed with saturated aqueous sodium hydrogen carbonate solution, water and saturated brine, dried and concentrated under reduced pressure. The residue was washed with hexane, filtered through silica gel (eluted with ethyl acetate), and the filtrate was concentrated to give benzyl trans-4-(1H-tetrazol-1-yl)cyclohexanecarboxylate (0.78 g, 54%) as a white powder.

후처리

  1. stirringthe mixture was stirred at 90° C. for 12 hr
  2. temperatureThe mixture was cooled
  3. extractionextracted with ethyl acetate
  4. washThe extract was washed with saturated aqueous sodium hydrogen carbonate solution, water and saturated brine
  5. customdried
  6. concentrationconcentrated under reduced pressure
  7. washThe residue was washed with hexane
  8. filtrationfiltered through silica gel (eluted with ethyl acetate)
  9. concentrationthe filtrate was concentrated

출처 및 근거

ORD 기록
ord-e28d3cf84af0430ea28ed19500b30688
출처 데이터셋
uspto-grants-2013_11
특허 번호
US08592454B2

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