Water → HCID 178500188, 화합물

HRID 40429

반응식

HRID 40429 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

HCID 178500188HCID 178500188, 화합물수율 68%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-7cde7874cf74436290aebec88000a3ab
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08529882B2

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