Sodium Bicarbonate → (2S)-2-(4-trifluoromethylphenylthiomethyl)-pyrrolidine

HRID 650387ノート

反応式

HRID 650387 の反応式
C(OC([N:8]1[CH2:12][CH2:11][CH2:10][C@H:9]1[CH2:13][S:14][C:15]1[CH:20]=[CH:19][C:18]([C:21]([F:24])([F:23])[F:22])=[CH:17][CH:16]=1)=O)(C)(C)C.C(=O)(O)[O-].[Na+]>FC(F)(F)C(O)=O>[F:24][C:21]([F:22])([F:23])[C:18]1[CH:17]=[CH:16][C:15]([S:14][CH2:13][C@@H:9]2[CH2:10][CH2:11][CH2:12][NH:8]2)=[CH:20][CH:19]=1

参加物

4

反応物 2

HCID 516892Sodium BicarbonateHCID 69338860N-tert-butyloxycarbonyl-(2S)-2-(4-trifluoromethylphenylthiomethyl)-pyrrolidine

生成物 1

HCID 57133071(2S)-2-(4-trifluoromethylphenylthiomethyl)-pyrrolidine収率 30.2%

試薬・触媒・溶媒 1

HCID 6422Trifluoroacetic acid溶媒

実験手順

A solution of 2.55 g of N-tert-butyloxycarbonyl-(2S)-2-(4-trifluoromethylphenylthiomethyl)-pyrrolidine in 5.64 ml of trifluoroacetic acid is stirred for 1 hour at 0° C. and then for 3.5 hours at room temperature. The reaction mixture is poured onto 10% sodium bicarbonate solution, extracted with ethyl acetate, washed twice with 2 M hydrochloric acid, the water phase is extracted with ether, made basic with sodium bicarbonate, extracted three times with ethyl acetate, washed with common salt solution, dried on sodium sulfate and concentrated by evaporation. 557 mg of (2S)-2-(4-trifluoromethylphenylthio-methyl)-pyrrolidine is obtained.

後処理

  1. extractionextracted with ethyl acetate
  2. washwashed twice with 2 M hydrochloric acid
  3. extractionthe water phase is extracted with ether
  4. extractionextracted three times with ethyl acetate
  5. washwashed with common salt solution
  6. customdried on sodium sulfate
  7. concentrationconcentrated by evaporation

出典と根拠

ORDレコード
ord-fec040b384d24d21b03cf1e807ccb037
出典データセット
uspto-grants-2001_08
特許番号
US06271403B1

反応ノート

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