Sodium Hydroxide → 4-{2-[2-(3-But-3-enyloxy-5-trifluoromethyl-phenyl)-4-oxo-1,3,8-triaza-spiro[4.5]dec-1-ene-8-sulfonyl]-ethyl}-3-methyl-benzoic acid

HRID 1755101노트

반응식

HRID 1755101 반응식
[OH-].[Na+].C[O:4][C:5](=[O:44])[C:6]1[CH:11]=[CH:10][C:9]([CH2:12][CH2:13][S:14]([N:17]2[CH2:42][CH2:41][C:20]3([N:24]=[C:23]([C:25]4[CH:30]=[C:29]([C:31]([F:34])([F:33])[F:32])[CH:28]=[C:27]([O:35][CH2:36][CH2:37][CH:38]=[CH2:39])[CH:26]=4)[NH:22][C:21]3=[O:40])[CH2:19][CH2:18]2)(=[O:16])=[O:15])=[C:8]([CH3:43])[CH:7]=1>CO>[CH2:36]([O:35][C:27]1[CH:26]=[C:25]([C:23]2[NH:22][C:21](=[O:40])[C:20]3([CH2:41][CH2:42][N:17]([S:14]([CH2:13][CH2:12][C:9]4[CH:10]=[CH:11][C:6]([C:5]([OH:44])=[O:4])=[CH:7][C:8]=4[CH3:43])(=[O:16])=[O:15])[CH2:18][CH2:19]3)[N:24]=2)[CH:30]=[C:29]([C:31]([F:33])([F:34])[F:32])[CH:28]=1)[CH2:37][CH:38]=[CH2:39]

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 668187074-{2-[2-(3-But-3-enyloxy-5-trifluoromethyl-phenyl)-4-oxo-1,3,8-triaza-spiro[4.5]dec-1-ene-8-sulfonyl]-ethyl}-3-methyl-benzoic acid methyl ester

생성물 1

HCID 668170254-{2-[2-(3-But-3-enyloxy-5-trifluoromethyl-phenyl)-4-oxo-1,3,8-triaza-spiro[4.5]dec-1-ene-8-sulfonyl]-ethyl}-3-methyl-benzoic acid수율 86.8%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A 5 N aqueous sodium hydroxide solution (6.6 ml, 33 mmol) was added to a solution of 4-{2-[2-(3-but-3-enyloxy-5-trifluoromethyl-phenyl)-4-oxo-1,3,8-triaza-spiro[4.5]dec-1-ene-8-sulfonyl]-ethyl}-3-methyl-benzoic acid methyl ester (2.10 g) in methanol (22 ml), and the mixture was stirred at room temperature for two hours. The reaction solution was cooled and then quenched with 2 N hydrochloric acid (25 ml), followed by extraction with ethyl acetate. The organic layer was washed with water and saturated brine, dried over anhydrous sodium sulfate and then concentrated under reduced pressure to give 4-{2-[2-(3-but-3-enyloxy-5-trifluoromethyl-phenyl)-4-oxo-1,3,8-triaza-spiro[4.5]dec-1-ene-8-sulfonyl]-ethyl}-3-methyl-benzoic acid (1.78 g).

후처리

  1. temperatureThe reaction solution was cooled
  2. customquenched with 2 N hydrochloric acid (25 ml)
  3. extractionfollowed by extraction with ethyl acetate
  4. washThe organic layer was washed with water and saturated brine
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-769fb9a4cc634419a865e037b0de3d7c
출처 데이터셋
uspto-grants-2015_10
특허 번호
US09169254B2

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