Water → 5-Benzylthiomethyl-5-t-butyl-2,2-dimethyl-1,3-dioxane

HRID 704143노트

반응식

HRID 704143 반응식
[H-].[Na+].[CH2:3]([SH:10])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.CS(O)(=O)=O.[C:16]([C:20]1([CH2:28]O)[CH2:25][O:24][C:23]([CH3:27])([CH3:26])[O:22][CH2:21]1)([CH3:19])([CH3:18])[CH3:17].O>CN(C)C=O>[CH2:3]([S:10][CH2:28][C:20]1([C:16]([CH3:19])([CH3:18])[CH3:17])[CH2:21][O:22][C:23]([CH3:27])([CH3:26])[O:24][CH2:25]1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 7509Benzyl mercaptanHCID 24758Sodium hydrideHCID 867445215-t-Butyl-2,2-dimethyl-5-hydroxymethyl-1,3-dioxane methanesulphonate

생성물 1

HCID 200755965-Benzylthiomethyl-5-t-butyl-2,2-dimethyl-1,3-dioxane

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

Sodium hydride (1.25 g., 50% dispersion in oil) was added to a stirred solution of benzyl mercaptan (3.2 ml.) in dry dimethylformamide (75 ml) at 0°, under a current of nitrogen. Stirring was maintained for 30 minutes. 5-t-Butyl-2,2-dimethyl-5-hydroxymethyl-1,3-dioxane methanesulphonate (7.5 g.) was added and the mixture was maintained at 130°, with stirring for 7 hours. The reaction mixture was cooled and poured into water. The aqueous mixture was extracted with diethyl ether. The ethereal extracts were washed with water, dried over anhydrous magnesium sulphate and then evaporated in vacuo. 5-Benzylthiomethyl-5-t-butyl-2,2-dimethyl-1,3-dioxane (7.0 g.) was obtained as a mobile oil and was used without further purification.

후처리

  1. temperaturewas maintained for 30 minutes
  2. temperaturethe mixture was maintained at 130°
  3. stirringwith stirring for 7 hours
  4. temperatureThe reaction mixture was cooled
  5. extractionThe aqueous mixture was extracted with diethyl ether
  6. washThe ethereal extracts were washed with water
  7. dry with materialdried over anhydrous magnesium sulphate
  8. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-f16d892941394f6087be2e736bc3b0a9
출처 데이터셋
uspto-grants-1991_01
특허 번호
US04985582

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