Butyl iodide → 6-Butoxy-2,2-dimethylchroman-4-one

HRID 618821

반응식

HRID 618821 반응식
[CH3:1][C:2]1([CH3:14])[CH2:11][C:10](=[O:12])[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([OH:13])[CH:8]=2)[O:3]1.[H-].[Na+].I[CH2:18][CH2:19][CH2:20][CH3:21]>CN(C=O)C>[CH2:18]([O:13][C:7]1[CH:8]=[C:9]2[C:4](=[CH:5][CH:6]=1)[O:3][C:2]([CH3:14])([CH3:1])[CH2:11][C:10]2=[O:12])[CH2:19][CH2:20][CH3:21]

참가 물질

5

반응물 3

HCID 10962Butyl iodideHCID 24758Sodium hydrideHCID 35198596-Hydroxy-2,2-dimethylchroman-4-one

생성물 1

HCID 110540056-Butoxy-2,2-dimethylchroman-4-one수율 89.2%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

A solution of 50 g (0.26 mol) of 2,2-dimethyl-6-hydroxychroman-4-one (Example 28a) in 500 ml of DMF was added dropwise to a suspension of 9.0 g (0.3 mol) of 80% sodium hydride in 500 ml of DMF. After stirring at RT for 90 min, 49 g (0.265 mol) of iodobutane were added and the mixture was stirred at RT for a further 90 min. The reaction mixture was then concentrated in vacuo, the residue was treated with water and the mixture was extracted several times with EA. The organic phases were washed with 5 M sodium hydroxide solution, stirred with activated carbon and magnesium sulfate, filtered and concentrated. 57.6 g of 6-butoxy-2,2-dimethylchroman-4-one were obtained.

후처리

  1. stirringthe mixture was stirred at RT for a further 90 min
  2. concentrationThe reaction mixture was then concentrated in vacuo
  3. additionthe residue was treated with water
  4. extractionthe mixture was extracted several times with EA
  5. washThe organic phases were washed with 5 M sodium hydroxide solution
  6. stirringstirred with activated carbon and magnesium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated

출처 및 근거

ORD 기록
ord-0e426e1ddffc4afd8e0fc805161a3a1d
출처 데이터셋
uspto-grants-1999_09
특허 번호
US05955607

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