Triethylamine → HCID 178525077、化合物

HRID 2047476ノート

反応式

HRID 2047476 の反応式
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

参加物

7

反応物 4

HCID 8471TriethylamineHCID 31214Ethyl orthoformateHCID 33557Sodium AzideHCID 178479264HCID 178479264、化合物

生成物 1

HCID 178525077HCID 178525077、化合物収率 54%

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 516892Sodium Bicarbonate溶媒

反応条件

温度
90 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-e28d3cf84af0430ea28ed19500b30688
出典データセット
uspto-grants-2013_11
特許番号
US08592454B2

反応ノート

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