Hydrochloric Acid → Toluene-4-sulfonic acid 2-cyclopropoxy-ethyl ester

HRID 1175255ノート

反応式

HRID 1175255 の反応式
[CH:1]1([O:4][CH2:5][CH2:6][OH:7])[CH2:3][CH2:2]1.[S:8](Cl)([C:11]1[CH:17]=[CH:16][C:14]([CH3:15])=[CH:13][CH:12]=1)(=[O:10])=[O:9].CCN(CC)CC.Cl>C(Cl)Cl>[CH3:15][C:14]1[CH:16]=[CH:17][C:11]([S:8]([O:7][CH2:6][CH2:5][O:4][CH:1]2[CH2:3][CH2:2]2)(=[O:10])=[O:9])=[CH:12][CH:13]=1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 73974-Toluenesulfonyl chlorideHCID 8471TriethylamineHCID 120233832-cyclopropoxyethanol

生成物 1

HCID 59557773Toluene-4-sulfonic acid 2-cyclopropoxy-ethyl ester

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of 2-cyclopropoxyethanol (400 mg, 3.92 mmol) in DCM (10 mL) were added TsCl (821 mg, 4.31 mmol) and Et3N (0.6 mL, 4.31 mmol). The reaction was stirred at room temperature overnight. Then, 1N HCl was added, and the reaction was extracted with DCM. The combined organic layers were washed with brine, dried over Na2SO4, and concentrated to give a yellow oil. The oil was purified by preparative TLC to obtain intermediate BP (50 mg) as a yellow oil.

後処理

  1. extractionthe reaction was extracted with DCM
  2. washThe combined organic layers were washed with brine
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated
  5. customto give a yellow oil
  6. customThe oil was purified by preparative TLC
  7. customto obtain intermediate BP (50 mg) as a yellow oil

出典と根拠

ORDレコード
ord-71c1ccc972e64b8aa83dc4f955441ffe
出典データセット
uspto-grants-2010_11
特許番号
US07838499B2

反応ノート

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