Hydrochloric Acid → HCID 58280475, 화합물

HRID 1879471노트

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HRID 1879471 반응식
C[O:2][C:3]([CH:5]1[CH2:9][CH2:8][S:7](=[O:11])(=[O:10])[N:6]1[CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([C:19]#[N:20])[CH:14]=1)=[O:4].O.[OH-].[Li+].Cl>O1CCCC1.O>[C:19]([C:15]1[CH:14]=[C:13]([CH:18]=[CH:17][CH:16]=1)[CH2:12][N:6]1[CH:5]([C:3]([OH:4])=[O:2])[CH2:9][CH2:8][S:7]1(=[O:10])=[O:11])#[N:20]

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 168937Lithium hydroxide, monohydrateHCID 582804512-(3-Cyano-benzyl)-1,1-dioxo-1lambda6-isothiazolidine-3-carboxylic acid methyl ester

생성물 1

HCID 58280475HCID 58280475, 화합물수율 91%

시약·촉매·용매 1

HCID 21881883Oxolane--water (1/1)용매

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온도
0 °C

실험 절차

To a stirred solution of 2-(3-cyano-benzyl)-1,1-dioxo-1λ6-isothiazolidine-3-carboxylic acid methyl ester (6.0 g, 20.4 mmol) in a tetrahydrofuran-water mixture (4:1, 50 mL), lithium hydroxide monohydrate (2.5 g, 59.6 mmol) was added at room temperature and stirred at this temperature for 4 h. Then tetrahydrofuran was removed from the reaction mixture under reduced pressure. The residual reaction mixture was cooled to 0° C. and 1N hydrochloric acid was added to make the pH˜2. The acidified reaction mixture was extracted with ethyl acetate (3×150 mL). The combined organic layers were washed with water (2×50 mL) followed by brine (50 mL) and then dried over sodium sulfate and concentrated under reduced pressure to provide 2-(3-cyano-benzyl)-1,1-dioxo-1λ6-isothiazolidine-3-carboxylic acid (5.2 g, 91%).

후처리

  1. customThen tetrahydrofuran was removed from the reaction mixture under reduced pressure
  2. customThe residual reaction mixture
  3. customThe acidified reaction mixture
  4. extractionwas extracted with ethyl acetate (3×150 mL)
  5. washThe combined organic layers were washed with water (2×50 mL)
  6. dry with materialdried over sodium sulfate
  7. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-baf0ffd7f56c4a248097e591e7bfd8c7
출처 데이터셋
uspto-grants-2012_11
특허 번호
US08314250B2

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