Triethylamine → Methanesulfonic acid 2-[3-(2-methanesulfonyloxy-ethyl)-oxetan-3-YL]-ethyl ester

HRID 1850310ノート

反応式

HRID 1850310 の反応式
[OH:1][CH2:2][CH2:3][C:4]1([CH2:8][CH2:9][OH:10])[CH2:7][O:6][CH2:5]1.CCN(CC)CC.[CH3:18][S:19](Cl)(=[O:21])=[O:20]>C(Cl)Cl.O>[CH3:18][S:19]([O:1][CH2:2][CH2:3][C:4]1([CH2:8][CH2:9][O:10][S:19]([CH3:18])(=[O:21])=[O:20])[CH2:7][O:6][CH2:5]1)(=[O:21])=[O:20]

参加物

6

反応物 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 585475403,3-Oxetanediethanol

生成物 1

HCID 86660168Methanesulfonic acid 2-[3-(2-methanesulfonyloxy-ethyl)-oxetan-3-YL]-ethyl ester収率 74.2%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6344Dichloromethane溶媒

実験手順

To a solution of 2-[3-(2-Hydroxy-ethyl)-oxetan-3-yl]-ethanol (123) (1.3 g, 8.9 mmol) in CH2Cl2 (20 mL) at 0° C. was added Et3N (2.7 g, 26.7 mmol) and methanesulfonyl chloride (2.0 g, 17.8 mmol). The solution was allowed to warm to RT and stirred for 15 min. The reaction mixture was diluted with water (80 mL). The aqueous phase was extracted with CH2Cl2 (3×50 mL) and the combined organic extracts were washed with brine (100 mL), dried over MgSO4, filtered, and concentrated to give the product (124) (2.0 g, 6.6 mmol, yield: 74%). ESI-MS (M+1): 303 calc. for C9H18O7S2 302.

後処理

  1. extractionThe aqueous phase was extracted with CH2Cl2 (3×50 mL)
  2. washthe combined organic extracts were washed with brine (100 mL)
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-dac41a9bd69349a7824f0259369033a3
出典データセット
uspto-grants-2015_02
特許番号
US08957073B2

反応ノート

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