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Sodium Hydroxide → Propanoic acid, 2-[(4-fluorophenyl)methoxy]-

HRID 544953
ノート
印刷プレビュー

反応式

HRID 544953 の反応式
C([O:3][C:4](=[O:16])[CH:5]([O:7][CH2:8][C:9]1[CH:14]=[CH:13][C:12]([F:15])=[CH:11][CH:10]=1)[CH3:6])C.[OH-].[Na+]>O1CCOCC1>[F:15][C:12]1[CH:11]=[CH:10][C:9]([CH2:8][O:7][CH:5]([CH3:6])[C:4]([OH:16])=[O:3])=[CH:14][CH:13]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 57550359HCID 57550359、化合物

生成物 1

HCID 57550356Propanoic acid, 2-[(4-fluorophenyl)methoxy]-収率 99%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

To a round bottom flask equipped with stir bar was added 2-(4-fluoro-benzyloxy)-propionic acid ethyl ester (0.380 g, 1.68 mmol), dioxane (6 mL) and 1N aqueous sodium hydroxide (1.76 mL, 1.76 mmol). The resulting mixture was stirred at room temperature overnight. The reaction mixture was concentrated in vacuo. The isolated residue was treated with 2N aqueous hydrochloric acid (10 mL) then extracted with dichloromethane (4×20 mL). The combined organic phase was dried over anhydrous sodium sulfate, filtered and concentrated in vacuo to isolate desired product as clear oil (328 mg, 99%). Isolated material was used as such in the next step. 1 NMR (300 MHz, CDCl3): δ 11.5 (br, 1H), 7.35 (m, 2H), 7.03 (m, 2H), 4.65 (d, 1H), 4.48 (d, 1H), 4.10 (q, 1H), 1.50 (d, 3H)

後処理

  1. customTo a round bottom flask equipped
  2. stirringThe resulting mixture was stirred at room temperature overnight
  3. concentrationThe reaction mixture was concentrated in vacuo
  4. additionThe isolated residue was treated with 2N aqueous hydrochloric acid (10 mL)
  5. extractionthen extracted with dichloromethane (4×20 mL)
  6. dry with materialThe combined organic phase was dried over anhydrous sodium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-af1c989865c848e4870654cc59648203
出典データセット
uspto-grants-2011_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07935703B2

反応ノート

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