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

HRID 2239563ノート

反応式

HRID 2239563 の反応式
C([S:4][CH:5]1[CH2:9][CH2:8][N:7]([C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])[CH2:6]1)(=O)C.C[S-].[Na+].Cl>CO>[SH:4][CH:5]1[CH2:9][CH2:8][N:7]([C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])[CH2:6]1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 4378561Sodium methanethiolateHCID 54776232tert-Butyl 3-(acetylthio)pyrrolidine-1-carboxylate

生成物 1

HCID 13324658tert-Butyl 3-sulfanylpyrrolidine-1-carboxylate収率 99%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

tert-Butyl 3-(acetylthio)pyrrolidine-1-carboxylate (200 mg, 0.81 mmol) was dissolved in MeOH (10mL) and sodium methanethiolate (57 mg, 0.81 mmol) was added. The reaction mixture was stirred at rt for 30 mins. HCl (1M solution) was added and the aqueous layer extracted with DCM. The organic layer was washed with brine, dried (Na2SO4), filtered and evaporated affording the title compound (0.163 g, 98.4%). 1H NMR (500 MHz, CDCl3): δ 1.44 (s, 9H), 1.68 (d, 1H), 1.75-1.84 (m, 1H), 2.22-2.28 (m, 1H), 3.13-3.23 (m, 1H), 3.30-3.40 (m, 2H), 3.47-3.57 (m, 1H), 3.67-3.74 (m, 1H).

後処理

  1. extractionthe aqueous layer extracted with DCM
  2. washThe organic layer was washed with brine
  3. dry with materialdried (Na2SO4)
  4. filtrationfiltered
  5. customevaporated

出典と根拠

ORDレコード
ord-41b14c9d5fa94d7999adc86c6e9f609b
出典データセット
uspto-grants-2010_05
特許番号
US07723333B2

反応ノート

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