Sodium Hydroxide → 2-(4-{8-[(Cyclopropyl-methyl-amino)-methyl]-2,2,4,4-tetramethyl-chroman-6-ylethynyl}-phenyl)-propionic acid

HRID 1869847ノート

反応式

HRID 1869847 の反応式
C[O:2][C:3](=[O:34])[CH:4]([C:6]1[CH:11]=[CH:10][C:9]([C:12]#[C:13][C:14]2[CH:15]=[C:16]3[C:21](=[C:22]([CH2:24][N:25]([CH:27]4[CH2:29][CH2:28]4)[CH3:26])[CH:23]=2)[O:20][C:19]([CH3:31])([CH3:30])[CH2:18][C:17]3([CH3:33])[CH3:32])=[CH:8][CH:7]=1)[CH3:5].[OH-].[Na+]>CO.O1CCCC1>[CH:27]1([N:25]([CH2:24][C:22]2[CH:23]=[C:14]([C:13]#[C:12][C:9]3[CH:10]=[CH:11][C:6]([CH:4]([CH3:5])[C:3]([OH:34])=[O:2])=[CH:7][CH:8]=3)[CH:15]=[C:16]3[C:21]=2[O:20][C:19]([CH3:30])([CH3:31])[CH2:18][C:17]3([CH3:33])[CH3:32])[CH3:26])[CH2:29][CH2:28]1

参加物

5

反応物 2

HCID 14798Sodium HydroxideHCID 690760872-(4-{8-[(Cyclopropyl-methyl-amino)-methyl]-2,2,4,4-tetramethyl-chroman-6-ylethynyl}-phenyl)-propionic acid methyl ester2 回

生成物 1

HCID 112361692-(4-{8-[(Cyclopropyl-methyl-amino)-methyl]-2,2,4,4-tetramethyl-chroman-6-ylethynyl}-phenyl)-propionic acid収率 45%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of 2-(4-{8-[(cyclopropyl-methyl-amino)-methyl]-2,2,4,4-tetramethyl-chroman-6-ylethynyl}-phenyl)-propionic acid methyl ester (Intermediate 14, 0.057 g, 0.12 mmol) in methanol (1 mL) and tetrahydrofuran (3 mL) was treated with a 1M solution of sodium hydroxide (0.3 mL, 0.3 mmol) and the resulting reaction mixture was stirred at ambient temperature overnight. The volatiles were evaporated in vacuo to a residue that was washed with hexane, neutralized with saturated aqueous ammonium chloride solution and extracted with ethyl acetate. The organic phase was washed with water and brine, and dried over anhydrous magnesium sulfate, filtered and evaporated in vacuo to afford the title product as a yellow solid (0.024 g, 45%).

後処理

  1. customthe resulting reaction mixture
  2. customThe volatiles were evaporated in vacuo to a residue that
  3. washwas washed with hexane
  4. extractionextracted with ethyl acetate
  5. washThe organic phase was washed with water and brine
  6. dry with materialdried over anhydrous magnesium sulfate
  7. filtrationfiltered
  8. customevaporated in vacuo

出典と根拠

ORDレコード
ord-60028fea116140ffa1eca997f0439062
出典データセット
uspto-grants-2009_12
特許番号
US07638648B2

反応ノート

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