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

HRID 39003

反応式

HRID 39003 の反応式
[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

参加物

5

反応物 3

HCID 6344Dichloromethane2 回HCID 8623o-Toluenesulfonyl chlorideHCID 66879117[5-Fluoro-7-(methylsulfonyl)-2,3-dihydro-1,4-benzodioxin-2-YL]methanol

生成物 1

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

試薬・触媒・溶媒 1

HCID 142844-(Dimethylamino)pyridine触媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-17a5df4cda5c49fea3146204156f6994
出典データセット
uspto-grants-2013_09
特許番号
US08524766B2

関連ノート

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