Water → HCID 178500188、化合物

HRID 889580

反応式

HRID 889580 の反応式
[C:1]([CH2:3][CH2:4][CH2:5][CH2:6][C:7]([O:9][CH3:10])=[O:8])#[N:2].[Cl-].C([NH+](CC)CC)C.[N-:19]=[N+:20]=[N-:21].[Na+].O>C1(C)C=CC=CC=1>[NH:2]1[C:1]([CH2:3][CH2:4][CH2:5][CH2:6][C:7]([O:9][CH3:10])=[O:8])=[N:21][N:20]=[N:19]1

参加物

6

反応物 4

HCID 962WaterHCID 33557Sodium AzideHCID 554130Methyl 5-cyanopentanoateHCID 12698378Triethylazanium chloride

生成物 1

HCID 178500188HCID 178500188、化合物収率 68%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

Methyl 5-cyanopentanoate (4.8 g, 34 mmol) is dissolved in toluene, triethylammonium chloride (14 g, 102 mmol) and sodium azide (6.63, 102 mmol) is added. The mixture is heated to reflux for overnight. The reaction mixture is cooled to room temperature, water is added to extract (3×100 mL) methyl 5-tetrazol-5-ylpentanoate from the organic. To the aqueous phase, concentrate HCl is added to adjust pH to 2. The product is extracted from the aqueous solution with EtOAc (3×50 mL). The organic is combined, dried and concentrated to yield 4.25 g (68%) of methyl 5-tetrazol-5-ylpentanoate.

後処理

  1. temperatureThe mixture is heated
  2. temperatureto reflux for overnight
  3. extractionto extract (3×100 mL) methyl 5-tetrazol-5-ylpentanoate from the organic
  4. concentrationTo the aqueous phase, concentrate HCl
  5. additionis added
  6. extractionThe product is extracted from the aqueous solution with EtOAc (3×50 mL)
  7. customdried
  8. concentrationconcentrated

出典と根拠

ORDレコード
ord-e16716610b0e47e78c449a67941bda7f
出典データセット
uspto-grants-2012_08
特許番号
US08252923B2

関連ノート

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