Hydrochloric Acid → 4-(4-Cyclopropylbuta-1,3-diyn-1-yl)benzoic acid

HRID 1519679ノート

反応式

HRID 1519679 の反応式
CO.[OH-].[Na+].C[O:6][C:7](=[O:21])[C:8]1[CH:13]=[CH:12][C:11]([C:14]#[C:15][C:16]#[C:17][CH:18]2[CH2:20][CH2:19]2)=[CH:10][CH:9]=1.Cl>O.C(OCC)(=O)C.O1CCOCC1>[CH:18]1([C:17]#[C:16][C:15]#[C:14][C:11]2[CH:10]=[CH:9][C:8]([C:7]([OH:21])=[O:6])=[CH:13][CH:12]=2)[CH2:20][CH2:19]1

参加物

8

反応物 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14798Sodium HydroxideHCID 866792584-(4-Cyclopropylbuta-1,3-diyn-1-yl)benzoic acid methyl ester

生成物 1

HCID 594169284-(4-Cyclopropylbuta-1,3-diyn-1-yl)benzoic acid収率 96.3%

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 8857Ethyl Acetate溶媒HCID 312751,4-Dioxane溶媒

実験手順

Methanol (3.0 mL), 1,4-dioxane (3.0 mL), and a 20% aqueous solution (1.5 mL) of sodium hydroxide were added to 4-(4-cyclopropylbuta-1,3-diyn-1-yl)benzoic acid methyl ester (0.31 g) as obtained in Example 6-(1), whereafter the mixture was stirred for 2.5 hours at room temperature. Ethyl acetate and water were added, and the mixture was adjusted to pH 3 with 6 mol/L of hydrochloric acid to isolate the organic layer. The extract was dried over anhydrous magnesium sulfate, and then the desiccant was filtered out. The solvent was distilled off under reduced pressure to obtain 4-(4-cyclopropylbuta-1,3-diyn-1-yl)benzoic acid (dark brown solid) (0.28 g, 94%).

後処理

  1. customas obtained in Example 6-(1), whereafter the mixture
  2. customto isolate the organic layer
  3. dry with materialThe extract was dried over anhydrous magnesium sulfate
  4. filtrationthe desiccant was filtered out
  5. distillationThe solvent was distilled off under reduced pressure

出典と根拠

ORDレコード
ord-a28bfb475a69443088986405af30e4f0
出典データセット
uspto-grants-2015_07
特許番号
US09073821B2

反応ノート

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