Diethyl Ether → O-3-methoxy-5-methylphenyl dimethylcarbamothioate

HRID 422128

反応式

HRID 422128 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([OH:10])[CH:6]=[C:7]([CH3:9])[CH:8]=1.N12CCN(CC1)CC2.[CH3:19][N:20]([CH3:24])[C:21](Cl)=[S:22].CCOCC>CN(C=O)C>[CH3:19][N:20]([CH3:24])[C:21](=[S:22])[O:10][C:5]1[CH:6]=[C:7]([CH3:9])[CH:8]=[C:3]([O:2][CH3:1])[CH:4]=1

参加物

6

反応物 4

HCID 3283Diethyl EtherHCID 9237DabcoHCID 27871Dimethylthiocarbamoyl chlorideHCID 766743-Methoxy-5-Methylphenol

生成物 1

HCID 58294848O-3-methoxy-5-methylphenyl dimethylcarbamothioate収率 91.5%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a mixture of 3-methoxy-5-methylphenol (7) (3.39 g, 24.5 mmol) and 1,4-diazabicyclo[2.2.2]octane (5.50 g, 49.0 mmol) in DMF (20 mL) was added dimethylthiocarbamoyl chloride (8) (6.06 g, 49.0 mmol) portionwise. The reaction mixture was stirred at room temperature overnight and 500 mL of ether was added. The organics were washed with water (150 mL), brine (2×50 mL), dried (Na2SO4), and concentrated. Purification by chromatography on silica gel (Hexanes/EtOAc, 4:1) gave O-3-methoxy-5-methylphenyl dimethylcarbamothioate (9) (5.05 g, 91%) as a colourless solid.

後処理

  1. washThe organics were washed with water (150 mL), brine (2×50 mL)
  2. dry with materialdried (Na2SO4)
  3. concentrationconcentrated
  4. customPurification by chromatography on silica gel (Hexanes/EtOAc, 4:1)

出典と根拠

ORDレコード
ord-3123dddee2e9461a81930c4e3de5ee81
出典データセット
uspto-grants-2012_01
特許番号
US08101605B2

関連ノート

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