Thionyl Chloride → 4-(N,N-Dimethylsulfamoyl)-3-methoxybenzyl chloride

HRID 19956노트

반응식

HRID 19956 반응식
[CH3:1][N:2]([CH3:16])[S:3]([C:6]1[CH:13]=[CH:12][C:9]([CH2:10]O)=[CH:8][C:7]=1[O:14][CH3:15])(=[O:5])=[O:4].S(Cl)([Cl:19])=O>C(Cl)Cl>[CH3:1][N:2]([CH3:16])[S:3]([C:6]1[CH:13]=[CH:12][C:9]([CH2:10][Cl:19])=[CH:8][C:7]=1[O:14][CH3:15])(=[O:5])=[O:4]

참가 물질

4

반응물 2

HCID 24386Thionyl ChlorideHCID 685585254-(N,N-Dimethylsulfamoyl)-3-methoxybenzyl alcohol

생성물 1

HCID 219768424-(N,N-Dimethylsulfamoyl)-3-methoxybenzyl chloride수율 104.6%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of OBS02014 (2.76 g, 10.55 mmol) in anhydrous DCM (50 mL) was added thionyl chloride (1.15 mL, 15.82 mmol). The mixture was stirred at room temperature for 2 h and the volatiles removed in vacuo. The residue was redissolved and co-evaporated three times with DCM (3×20 mL) to give OBS02016 as a brown oil (2.91 g, 99%). TLC [SiO2, EtOAc-n-hexane (1:1)] Rf=0.84; 1H-NMR (270 MHz, CDCl3)=2.96 (6H, s), 3.90 (3H, s), 4.55 (2H, s), 6.95 (1H, dd, J=1.8, 8.0), 7.01 (1H, d, J=1.8), 7.32 (1H, d, J=8.0).

후처리

  1. customthe volatiles removed in vacuo
  2. dissolutionThe residue was redissolved

출처 및 근거

ORD 기록
ord-18bc09615f23404db49fecc836ce777f
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07745472B2

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