Potassium Carbonate → Toluene-4-thiosulfonic acid S-[3(ethylisopropylamino)-propyl]ester

HRID 707676ノート

反応式

HRID 707676 の反応式
Cl[CH2:2][CH2:3][CH2:4][S:5][S:6]([C:9]1[CH:14]=[CH:13][C:12]([CH3:15])=[CH:11][CH:10]=1)(=[O:8])=[O:7].[CH2:16]([NH:18][CH:19]([CH3:21])[CH3:20])[CH3:17].C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[CH2:16]([N:18]([CH:19]([CH3:21])[CH3:20])[CH2:2][CH2:3][CH2:4][S:5][S:6]([C:9]1[CH:14]=[CH:13][C:12]([CH3:15])=[CH:11][CH:10]=1)(=[O:8])=[O:7])[CH3:17]

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 88318IsopropylethylamineHCID 67607671Toluene-4-thiosulfonic acid S-(3-chloropropyl)ester

生成物 1

HCID 67606220Toluene-4-thiosulfonic acid S-[3(ethylisopropylamino)-propyl]ester

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

Toluene-4-thiosulfonic acid S-(3-chloro-propyl) ester (12.0 g, 45.3 mol, 1.00 eq.), N-ethylisopropylamine (4.2 g, 48.0 mmol, 1.05 eq.) and potassium carbonate (6.9 g, 49.9 mmol, 1.10 eq.) were stirred together in acetonitrile (160 mL) at 60° C. for 18 hours. The mixture was concentrated in vacuo and the residue was partitioned between ethyl acetate (500 mL) and water (250 mL). The organic solution was washed with brine (250 mL), dried (MgSO4) and the resulting oil was purified by MPLC chromatography to give an oil weighing 2.98 g (21%).

後処理

  1. concentrationThe mixture was concentrated in vacuo
  2. customthe residue was partitioned between ethyl acetate (500 mL) and water (250 mL)
  3. washThe organic solution was washed with brine (250 mL)
  4. dry with materialdried (MgSO4)
  5. customthe resulting oil was purified by MPLC chromatography
  6. customto give an oil

出典と根拠

ORDレコード
ord-795a681f2d07409491848ad636f447b5
出典データセット
uspto-grants-2015_11
特許番号
US09175042B2

反応ノート

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