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

HRID 422128

반응식

HRID 422128 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

HCID 58294848O-3-methoxy-5-methylphenyl dimethylcarbamothioate수율 91.5%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-3123dddee2e9461a81930c4e3de5ee81
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08101605B2

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