1-Butanaminium, N,N,N-tributyl-, azide → HCID 10057735、化合物

HRID 520351

反応式

HRID 520351 の反応式
FC(F)(F)S(O[C@@H:7]1[C:11]([CH3:13])([CH3:12])[CH2:10][O:9][C:8]1=[O:14])(=O)=O.[N-:17]=[N+:18]=[N-:19].C([N+](CCCC)(CCCC)CCCC)CCC>C(Cl)Cl.CCOC(C)=O>[N:17]([C@H:7]1[C:11]([CH3:13])([CH3:12])[CH2:10][O:9][C:8]1=[O:14])=[N+:18]=[N-:19]

参加物

5

反応物 2

HCID 57432321-Butanaminium, N,N,N-tributyl-, azideHCID 10106752HCID 10106752、化合物

生成物 1

HCID 10057735HCID 10057735、化合物

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of (R)-4,4-dimethyl-2-oxotetrahydrofuran-3-yl trifluoromethanesulfonate (10 g) in DCM (10 mL) was added tetra-n-butylammonium azide (11.1 g). The reaction mixture was stirred at rt for 16 hr. The reaction was diluted with EtOAc, washed with water, sat. NaHCO3, citric acid, water, and sat. NaCl, dried over anhydrous Na2SO4, filtered and concentrated to yield an oil. The crude product was purified by silica gel chromatography (0-100% EtOAc in hexane) to yield (S)-3-azido-4,4-dimethyldihydrofuran-2(3H)-one as a white solid. 1H NMR (400 MHz, CHLOROFORM-d) ppm 3.87-4.02 (3H, m), 1.17 (3H, s), 1.02 (3H, s).

後処理

  1. washwashed with water, sat. NaHCO3, citric acid, water, and sat. NaCl
  2. dry with materialdried over anhydrous Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customto yield an oil
  6. customThe crude product was purified by silica gel chromatography (0-100% EtOAc in hexane)

出典と根拠

ORDレコード
ord-c51c2f503c1544b8b3d69fba829277c1
出典データセット
uspto-grants-2016_05
特許番号
US09326973B2

関連ノート

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