Hydrochloric Acid → 2-(1-Benzofuran-3-yl)acetic acid

HRID 1106896ノート

反応式

HRID 1106896 の反応式
C[O:2][C:3](=[O:14])[CH2:4][C:5]1[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=2[O:7][CH:6]=1.O.[OH-].[Li+].CO.Cl>O1CCCC1.O.C(OCC)C.CCCCCCC>[O:7]1[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[C:5]([CH2:4][C:3]([OH:14])=[O:2])=[CH:6]1

参加物

9

反応物 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 168937Lithium hydroxide, monohydrateHCID 10976279Methyl Benzofuran-3-acetate

生成物 1

HCID 27629402-(1-Benzofuran-3-yl)acetic acid

試薬・触媒・溶媒 4

HCID 962Water溶媒2 回HCID 3283Diethyl Ether溶媒HCID 8028Tetrahydrofuran溶媒HCID 8900Heptane溶媒

実験手順

A solution of Example 6 (6.23 g, 33 mmol) and lithium hydroxide monohydrate (1.45 g, 35 mmol) in tetrahydrofuran (50 mL), water (35 mL), and methanol (14 mL) was stirred for 6.5 hours at room temperature. Water (70 mL) was added, and the reaction mixture was acidified to pH 4 using 2 M HCl and extracted with dichloromethane (5×200 mL). The organics were dried (MgSO4) and the solvent removed in vacuo to give a brown solid. This was dissolved in diethyl ether, heptane was added, and the mixture was stirred overnight. Solvent was removed by syringe to give product as a pale brown solid, 27 mmol, 80%.

後処理

  1. extractionextracted with dichloromethane (5×200 mL)
  2. dry with materialThe organics were dried (MgSO4)
  3. customthe solvent removed in vacuo
  4. customto give a brown solid
  5. customSolvent was removed by syringe
  6. customto give product as a pale brown solid, 27 mmol, 80%

出典と根拠

ORDレコード
ord-7b8b7bbf03ae41a4b7fbb33233ce36a3
出典データセット
uspto-grants-2000_05
特許番号
US06057357

反応ノート

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