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

HRID 1519679노트

반응식

HRID 1519679 반응식
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

참가 물질

8

반응물 4

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

생성물 1

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

시약·촉매·용매 3

HCID 962Water용매HCID 8857Ethyl Acetate용매HCID 312751,4-Dioxane용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-a28bfb475a69443088986405af30e4f0
출처 데이터셋
uspto-grants-2015_07
특허 번호
US09073821B2

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