Toluene → HCID 22285400、化合物

HRID 1689751

反応式

HRID 1689751 の反応式
[C:1]1([CH3:7])[CH:6]=[CH:5]C=CC=1.[H-].[Na+].[S:10]1[CH2:15][CH2:14][CH2:13][S:12][CH:11]1[C:16]([O:18][CH2:19][CH3:20])=[O:17].BrCC1CC1>CN(C=O)C>[CH2:19]([O:18][C:16]([C:11]1([CH2:7][CH:1]2[CH2:6][CH2:5]2)[S:12][CH2:13][CH2:14][CH2:15][S:10]1)=[O:17])[CH3:20]

参加物

6

反応物 4

HCID 1140TolueneHCID 24758Sodium hydrideHCID 81503BromomethylcyclopropaneHCID 88552Ethyl 1,3-dithiane-2-carboxylate

生成物 1

HCID 22285400HCID 22285400、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a flamed dried flask is added dry toluene (80 mL) and sodium hydride (60%, 33.5 mmol, 1.34 g). The reaction is cooled in a ice bath and a solution of ethyl 1,3 dithiane carboxylate (52 mmol, 10 g) and bromomethyl cyclopropane (62.4 mmol, 8.42 g) in DMF (24 mL) are added dropwise over 10 minutes. The ice bath is removed and the reaction is stirred for 18 h. Water is added (50 mL) and the organic layer is separated. The organic layer is washed with brine, dried (Na2SO4), and concentrated to a yellow oil (12 g, 92%). LC-ES/MS: 247.0 (M+1).

後処理

  1. customTo a flamed dried flask
  2. temperatureThe reaction is cooled in a ice bath
  3. customThe ice bath is removed
  4. additionWater is added (50 mL)
  5. customthe organic layer is separated
  6. washThe organic layer is washed with brine
  7. dry with materialdried (Na2SO4)
  8. concentrationconcentrated to a yellow oil (12 g, 92%)

出典と根拠

ORDレコード
ord-2b7089650b25413781be88d029022323
出典データセット
uspto-grants-2012_04
特許番号
US08153624B2

関連ノート

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