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 1755101ノート

反応式

HRID 1755101 の反応式
[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]

参加物

4

反応物 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

生成物 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 acid収率 86.8%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-769fb9a4cc634419a865e037b0de3d7c
出典データセット
uspto-grants-2015_10
特許番号
US09169254B2

反応ノート

読み込み中…