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

HRID 56766
ノート
印刷プレビュー

反応式

HRID 56766 の反応式
[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
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 25517Ammonium ChlorideHCID 791361-Iodo-2-methoxyethaneHCID 23665647Potassium tert-butoxideHCID 86007917Tert-butyl 1,3-dithiane-2-carboxylate

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide
溶媒

反応条件

温度
0 °C

実験手順

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)

後処理

  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

出典と根拠

ORDレコード
ord-23e59bb0f1e44d93a51a2c618ff37b6d
出典データセット
uspto-grants-2016_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09434690B2

反応ノート

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