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

HRID 1280745ノート

反応式

HRID 1280745 の反応式
[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][CH:10]([S:13]C(=O)C)[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].C[O-].[Na+].Cl>CO>[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][CH:10]([SH:13])[CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 10942334Sodium MethoxideHCID 54776232tert-Butyl 3-(acetylthio)pyrrolidine-1-carboxylate

生成物 1

HCID 13324658tert-Butyl 3-sulfanylpyrrolidine-1-carboxylate収率 116.4%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒3 回

実験手順

To a 0° C. solution of (RS)-3-acetylsulfanyl-pyrrolidine-1-carboxylic acid tert-butyl ester (1.4 g, 5.07 mmol) in MeOH (15 ml) was added dropwise a suspension of sodium methoxide (0.61 g, 11.3 mmol) in MeOH. After 6 hours stirring at room temperature, the reaction mixture was neutralized with 1N HCl and MeOH was partially evaporated. H2O and ethylacetate were added. The aqueous phase was extracted with ethylacetate, the combined organic phases were washed with brine, dried over Na2SO4, filtered and concentrated to provide (RS)-3-mercapto-pyrrolidine-1-carboxylic acid tert-butyl ester (1.2 g, 100%) as a colorless oil, MS: m/e 130.1 (M-OtBu).

後処理

  1. customwas partially evaporated
  2. additionH2O and ethylacetate were added
  3. extractionThe aqueous phase was extracted with ethylacetate
  4. washthe combined organic phases were washed with brine
  5. dry with materialdried over Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-5de6308f5bba43c58c0b380742c1fe91
出典データセット
uspto-grants-2002_09
特許番号
US06451819B2

反応ノート

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