Sodium hydride → (S)-3-[4-(2-Methoxyethyl)phenoxy]-1,2-epoxypropane

HRID 47670

반응식

HRID 47670 반응식
[CH3:1][O:2][CH2:3][CH2:4][C:5]1[CH:10]=[CH:9][C:8]([OH:11])=[CH:7][CH:6]=1.CC1C=CC(S(O[CH2:23][C@H:24]2[O:26][CH2:25]2)(=O)=O)=CC=1.[H-].[Na+]>CN(C=O)C>[CH3:1][O:2][CH2:3][CH2:4][C:5]1[CH:10]=[CH:9][C:8]([O:11][CH2:23][C@@H:24]2[CH2:25][O:26]2)=[CH:7][CH:6]=1

참가 물질

5

반응물 3

HCID 24758Sodium hydrideHCID 925164-(2-Methoxyethyl)phenolHCID 153296Oxiranemethanol, 4-methylbenzenesulfonate, (S)-

생성물 1

HCID 10976684(S)-3-[4-(2-Methoxyethyl)phenoxy]-1,2-epoxypropane

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of 4-(2-methoxyethyl)phenol (42 mg, 0.275 mmol) and (2S)-(+)-glycidyl tosylate (57 mg, 0.25 mmol) in 2 mL of DMF was added 15 mg (0.625 mmol) of sodium hydride (60% in mineral oil). The resulting mixture was allowed to stir for 16 hours at room temperature. The solution was then extracted three times with ethyl acetate, and the organic phase was washed sequentially with sodium hydroxide, water and brine, dried over sodium sulfate, and concentrated in vacuo to provide the product which was used without further purification. m/z 208 [M+H]+.

후처리

  1. extractionThe solution was then extracted three times with ethyl acetate
  2. washthe organic phase was washed sequentially with sodium hydroxide, water and brine
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated in vacuo
  5. customto provide the product which
  6. customwas used without further purification

출처 및 근거

ORD 기록
ord-915b532ef5aa4c6983c86cbc722a0c1a
출처 데이터셋
uspto-grants-2004_03
특허 번호
US06699860B2

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