Sodium Azide → Acetic acid 3-azido-propyl ester

HRID 400568노트

반응식

HRID 400568 반응식
Br[CH2:2][CH2:3][CH2:4][O:5][C:6](=[O:8])[CH3:7].[N-:9]=[N+:10]=[N-:11].[Na+]>O.C(O)(C)(C)C>[N:9]([CH2:2][CH2:3][CH2:4][O:5][C:6](=[O:8])[CH3:7])=[N+:10]=[N-:11]

참가 물질

5

반응물 2

HCID 33557Sodium AzideHCID 122357751-Propanol, 3-bromo-, 1-acetate

생성물 1

HCID 12263226Acetic acid 3-azido-propyl ester수율 59.7%

시약·촉매·용매 2

HCID 962Water용매HCID 6386tert-Butanol용매

실험 절차

Acetic acid 3-bromo-propyl ester (6.7 g, 37 mmol) was suspended in water (50 mL) and tert-butanol (20 mL). To the resulting mixture was then added sodium azide (2.76 g, 42.6 mmol) and the reaction mixture was heated to reflux for 18 hours, then concentrated to half of its volume. The reaction mixture was partitioned with water and ethyl acetate. The organic layer was washed with water, dried with Na2SO4, filtered and the solvent evaporated in vacuo to yield the acetic acid 3-azido-propyl ester (3.16 g) as an oil which used in the next step without further purification.

후처리

  1. temperatureto reflux for 18 hours
  2. concentrationconcentrated to half of its volume
  3. customThe reaction mixture was partitioned with water and ethyl acetate
  4. washThe organic layer was washed with water
  5. dry with materialdried with Na2SO4
  6. filtrationfiltered
  7. customthe solvent evaporated in vacuo

출처 및 근거

ORD 기록
ord-180f395095e940d0826f402dffde1c93
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08741916B2

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