Hydrochloric Acid → tert-Butyl 3-sulfanylazetidine-1-carboxylate

HRID 241636ノート

反応式

HRID 241636 の反応式
C([S:4][CH:5]1[CH2:8][N:7]([C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH2:6]1)(=O)C.C(=O)([O-])[O-].[K+].[K+].Cl>CO>[SH:4][CH:5]1[CH2:6][N:7]([C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH2:8]1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 18363257Tert-butyl 3-(acetylthio)azetidine-1-carboxylate

生成物 1

HCID 58513580tert-Butyl 3-sulfanylazetidine-1-carboxylate収率 101.3%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
50 °C

実験手順

Mixture of tert-butyl 3-(acetylthio)azetidine-1-carboxylate (STEP C, 700 mg, 3.03 mmol), methanol (10 mL) and potassium carbonate (836 mg, 6.05 mol) was stirred at 50° C. for 2 h and cooled to room temperature. To the reaction mixture was added 2 mol/L hydrochloric acid for solution acidified (pH <4). The resulting solution was extracted with diethyl ether (30 mL×2). The organic layer was combined and washed with water (30 mL×2) and brine (30 mL). The extract was dried with magnesium sulfate and concentrated. Resulting crude product (581 mg) was used without further purification.

後処理

  1. temperaturecooled to room temperature
  2. extractionThe resulting solution was extracted with diethyl ether (30 mL×2)
  3. washwashed with water (30 mL×2) and brine (30 mL)
  4. dry with materialThe extract was dried with magnesium sulfate
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-1976d53515af40f5b89eae1279a0532d
出典データセット
uspto-grants-2014_02
特許番号
US08653063B2

反応ノート

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