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Methanol → 3-hydroxy-3-[4-[[4-[(2Z)-2-methoxyimino-2-phenylethoxy]phenyl]methoxy]phenyl]propanoic acid

HRID 922327
ノート
印刷プレビュー

反応式

HRID 922327 の反応式
CO.C1COCC1.[OH:8][CH:9]([C:15]1[CH:20]=[CH:19][C:18]([O:21][CH2:22][C:23]2[CH:28]=[CH:27][C:26]([O:29][CH2:30]/[C:31](=[N:38]\[O:39][CH3:40])/[C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=3)=[CH:25][CH:24]=2)=[CH:17][CH:16]=1)[CH2:10][C:11]([O:13]C)=[O:12].[OH-].[Na+]>O>[OH:8][CH:9]([C:15]1[CH:16]=[CH:17][C:18]([O:21][CH2:22][C:23]2[CH:28]=[CH:27][C:26]([O:29][CH2:30]/[C:31](=[N:38]\[O:39][CH3:40])/[C:32]3[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=3)=[CH:25][CH:24]=2)=[CH:19][CH:20]=1)[CH2:10][C:11]([OH:13])=[O:12]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 887MethanolHCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 87106283methyl 3-hydroxy-3-[4-[[4-[(2Z)-2-methoxyimino-2-phenylethoxy]phenyl]methoxy]phenyl]propanoate

生成物 1

HCID 871062843-hydroxy-3-[4-[[4-[(2Z)-2-methoxyimino-2-phenylethoxy]phenyl]methoxy]phenyl]propanoic acid収率 52.6%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To a 25 mL RB flask fitted with magnetic stirrer was charged 2 mL of Methanol and 2 mL of THF. To the stirred solvent was added methyl 3-hydroxy-3-{4-[(4-{[(2Z)-2-(methoxyimino)-2-phenylethyl]oxy}benzyl)oxy]phenyl}propanoate (0.04 g, 0.08 mmol) and NaOH was added followed by water (0.5 mL). Then it was stirred at RT for 12 h, after completion of the reaction (reaction monitored by TLC), reaction mixture was evaporated completely and the crude was washed with ether, and diluted with water and then neutralized with 1N HCl, then extracted with ethyl acetate, organic layer was washed with water and brine, dried over Na2SO4. The organic layer was evaporated on rotavapor under reduced pressure to give the product as a white colour solid. (0.02 g, yield: 52.6%); Purity: 45.3% and 43.6%.

後処理

  1. customTo a 25 mL RB flask fitted with magnetic stirrer
  2. additionwas added
  3. customafter completion of the reaction (reaction monitored by TLC), reaction mixture
  4. customwas evaporated completely
  5. washthe crude was washed with ether
  6. additiondiluted with water
  7. extractionextracted with ethyl acetate, organic layer
  8. washwas washed with water and brine
  9. dry with materialdried over Na2SO4
  10. customThe organic layer was evaporated on rotavapor under reduced pressure
  11. customto give the product as a white colour solid

出典と根拠

ORDレコード
ord-47b7c9d3c8cc435ca058ddd5438d8e89
出典データセット
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09278915B2

反応ノート

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