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Ammonium Chloride → Tert-butyl 2-(2-methoxyethyl)-1,3-dithiane-2-carboxylate

HRID 56766
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HRID 56766 반응식
[S:1]1[CH2:6][CH2:5][CH2:4][S:3][CH:2]1[C:7]([O:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:8].I[CH2:15][CH2:16][O:17][CH3:18].CC(C)([O-])C.[K+].[Cl-].[NH4+]>CN(C)C=O>[CH3:18][O:17][CH2:16][CH2:15][C:2]1([C:7]([O:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:8])[S:3][CH2:4][CH2:5][CH2:6][S:1]1
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HCID 25517Ammonium ChlorideHCID 791361-Iodo-2-methoxyethaneHCID 23665647Potassium tert-butoxideHCID 86007917Tert-butyl 1,3-dithiane-2-carboxylate

생성물 1

HCID 90060334Tert-butyl 2-(2-methoxyethyl)-1,3-dithiane-2-carboxylate

시약·촉매·용매 1

HCID 6228Dimethylformamide
용매

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온도
0 °C

실험 절차

10.2 g (46.1 mmol) of tert-butyl 1,3-dithiane-2-carboxylate and 12.0 g (64.5 mmol) of 1-iodo-2-methoxyethane were initially charged in 127 ml of dimethylformamide, the mixture was cooled to 0° C. and 6.21 g (55.3 mmol) of potassium tert-butoxide were added. The resulting reaction mixture was stirred at 0° C. for 1 h and at RT for 16 h. The reaction mixture was added to 1.5 l of a 1:2 mixture of ice and saturated aqueous ammonium chloride solution and extracted three times with 300 ml of diethyl ether. The combined organic phases were dried over magnesium sulphate and filtered, and the solvent was removed under reduced pressure. The crude product was used for the next step without further purification. Yield: 11.1 g (87% of theory)

후처리

  1. customThe resulting reaction mixture
  2. extractionextracted three times with 300 ml of diethyl ether
  3. dry with materialThe combined organic phases were dried over magnesium sulphate
  4. filtrationfiltered
  5. customthe solvent was removed under reduced pressure
  6. customThe crude product was used for the next step without further purification

출처 및 근거

ORD 기록
ord-23e59bb0f1e44d93a51a2c618ff37b6d
출처 데이터셋
uspto-grants-2016_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09434690B2

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