Dimethoxymethane → HCID 18977225、化合物

HRID 2393761ノート

反応式

HRID 2393761 の反応式
[C:1]1([CH3:21])[C:2]([S:7]([NH:10][C:11]([CH3:20])([CH3:19])[CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)(=[O:9])=[O:8])=[CH:3][CH:4]=[CH:5][CH:6]=1.[B].[CH3:23]OCOC>>[C:1]1([CH3:21])[C:2]([S:7]([N:10]2[C:11]([CH3:19])([CH3:20])[CH2:12][C:13]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[CH2:23]2)(=[O:8])=[O:9])=[CH:3][CH:4]=[CH:5][CH:6]=1

参加物

4

反応物 3

HCID 8020DimethoxymethaneHCID 5462311BoronHCID 18977226HCID 18977226、化合物

生成物 1

HCID 18977225HCID 18977225、化合物収率 99%

実験手順

To a nitrogen-blanketed mixture of N-toluenesulfonyl-1,1-dimethyl-2-phenyl-ethylamine (8.30 g, 0.027 mol.) in dimethoxymethane (50 mL) was added boron trifluororo etherate (BF3 ·OEt2, 9.9 mL, 0.081 mol.). The mixture was stirred at room temperature for 12 hours while monitoring by gas chromatography. The reaction mixture was partitioned between ethyl acetate (100 mL) and water (100 mL), separated, and the organic layer is washed with saturated sodium bicarbonate (2×100 mL) and dried over sodium sulfate (Na2 SO4). The drying agent was filtered off and the filtrate was concentrated at 40°/50 torr to give 8.55 g of N-toluenesulfonyl-3,3-dimethyl-1,2,3,4-tetrahydroisoquinoline (yield=99%).

後処理

  1. customThe reaction mixture was partitioned between ethyl acetate (100 mL) and water (100 mL)
  2. customseparated
  3. washthe organic layer is washed with saturated sodium bicarbonate (2×100 mL)
  4. dry with materialdried over sodium sulfate (Na2 SO4)
  5. filtrationThe drying agent was filtered off
  6. concentrationthe filtrate was concentrated at 40°/50 torr

出典と根拠

ORDレコード
ord-aaf35b3ccf6145e7b45fec396541f801
出典データセット
uspto-grants-1998_09
特許番号
US05808071

反応ノート

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