Propane sultone → 3-[(1-Methoxypropan-2-yl)amino]propane-1-sulfonic acid

HRID 239749ノート

反応式

HRID 239749 の反応式
[NH2:1][CH:2]([CH3:6])[CH2:3][O:4][CH3:5].[CH2:7]1[CH2:13][S:10](=[O:12])(=[O:11])[O:9][CH2:8]1>O1CCCC1>[CH3:5][O:4][CH2:3][CH:2]([NH:1][CH2:8][CH2:7][CH2:13][S:10]([OH:12])(=[O:11])=[O:9])[CH3:6]

参加物

4

反応物 2

HCID 14264Propane sultoneHCID 123458Methoxyisopropylamine

生成物 1

HCID 160358413-[(1-Methoxypropan-2-yl)amino]propane-1-sulfonic acid

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 2-amino-1-methoxypropane (5.0 g, 17.8 mmol) in tetrahydrofuran (25 mL) was slowly added 1,3-propane sultone (2.12 g, 17.0 mmol). The mixture was stirred at reflux for 4 h. The reaction mixture was cooled to room temperature. The solid product was collected by filtration, washed with acetone (2×25 mL), and dried in a vacuum oven (50° C.), to afford compound EI (3.1 g, 86%). 1H NMR (D2O, 500 MHz) δ ppm 3.53 (m, 1H), 3.41 (m, 2H), 3.27 (s, 3H), 3.11 (m, 2H), 2.89 (t, 2H, J=7.3 Hz), 2.00 (m, 2H), 1.18 (d, 3H, J=5.9 Hz). 13C NMR (D2O, 125 MHz) δ ppm 71.73, 58.80, 53.79, 48.08, 43.55, 21.52, 12.79. ES-MS 210 (M−1).

後処理

  1. temperatureat reflux for 4 h
  2. filtrationThe solid product was collected by filtration
  3. washwashed with acetone (2×25 mL)
  4. customdried in a vacuum oven (50° C.)
  5. customto afford compound EI (3.1 g, 86%)

出典と根拠

ORDレコード
ord-49dbf2f2bd8a415d97135de77c0781c5
出典データセット
uspto-grants-2014_02
特許番号
US08642801B2

反応ノート

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