Sodium Azide → Acetic acid 3-azido-propyl ester

HRID 400568ノート

反応式

HRID 400568 の反応式
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]

参加物

5

反応物 2

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

生成物 1

HCID 12263226Acetic acid 3-azido-propyl ester収率 59.7%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6386tert-Butanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-180f395095e940d0826f402dffde1c93
出典データセット
uspto-grants-2014_06
特許番号
US08741916B2

反応ノート

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