Dichloromethane → [5-Fluoro-7-(methylsulfonyl)-2,3-dihydro-1,4-benzodioxin-2-yl]methyl 4-methylbenzenesulfonate

HRID 39003

반응식

HRID 39003 반응식
[F:1][C:2]1[C:11]2[O:10][CH2:9][CH:8]([CH2:12][OH:13])[O:7][C:6]=2[CH:5]=[C:4]([S:14]([CH3:17])(=[O:16])=[O:15])[CH:3]=1.[C:18]1(C)[C:19]([S:24](Cl)(=[O:26])=[O:25])=[CH:20][CH:21]=[CH:22][CH:23]=1.[CH2:29](Cl)Cl>CN(C1C=CN=CC=1)C>[CH3:29][C:22]1[CH:23]=[CH:18][C:19]([S:24]([O:13][CH2:12][CH:8]2[O:7][C:6]3[CH:5]=[C:4]([S:14]([CH3:17])(=[O:16])=[O:15])[CH:3]=[C:2]([F:1])[C:11]=3[O:10][CH2:9]2)(=[O:25])=[O:26])=[CH:20][CH:21]=1

참가 물질

5

반응물 3

HCID 6344Dichloromethane2회HCID 8623o-Toluenesulfonyl chlorideHCID 66879117[5-Fluoro-7-(methylsulfonyl)-2,3-dihydro-1,4-benzodioxin-2-YL]methanol

생성물 1

HCID 86652936[5-Fluoro-7-(methylsulfonyl)-2,3-dihydro-1,4-benzodioxin-2-yl]methyl 4-methylbenzenesulfonate

시약·촉매·용매 1

HCID 142844-(Dimethylamino)pyridine촉매

실험 절차

A solution of [5-fluoro-7-(methylsulfonyl)-2,3-dihydro-1,4-benzodioxin-2-yl]methanol (0.4 g, 1.7 mmol), toluenesulfonyl chloride (0.5 g, 2.6 mmol), TEA (0.4 ml, 2.6 mmol) and 4-DMAP (0.2 g, 1.7 mmol) in DCM (10 ml) was stirred at rt for 1 h. DCM was added and the resulting mixture was washed with HCl (1 N) and brine. The organic phase was dried (Na2SO4) and evaporated to dryness to give the title compound (0.7 g). MS m/z (rel. intensity, 70 eV) 416 (M+, 31), 244 (bp), 243 (26), 231 (19), 91 (70).

후처리

  1. washthe resulting mixture was washed with HCl (1 N) and brine
  2. dry with materialThe organic phase was dried (Na2SO4)
  3. customevaporated to dryness

출처 및 근거

ORD 기록
ord-17a5df4cda5c49fea3146204156f6994
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08524766B2

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