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Hydrochloric Acid → 4-(6-Cyano-2-methyl-thieno[3,2-b]pyrrol-4-yl)-2-hydroxybenzoic acid

HRID 518133
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HRID 518133 반응식
[C:1]([C:3]1[C:4]2[S:24][C:23]([CH3:25])=[CH:22][C:5]=2[N:6]([C:8]2[CH:17]=[CH:16][C:11]([C:12]([O:14]C)=[O:13])=[C:10]([O:18]COC)[CH:9]=2)[CH:7]=1)#[N:2].O.[OH-].[Li+].Cl>O1CCCC1.C(O)C.O>[C:1]([C:3]1[C:4]2[S:24][C:23]([CH3:25])=[CH:22][C:5]=2[N:6]([C:8]2[CH:17]=[CH:16][C:11]([C:12]([OH:14])=[O:13])=[C:10]([OH:18])[CH:9]=2)[CH:7]=1)#[N:2]
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참가 물질

7

반응물 3

HCID 313Hydrochloric AcidHCID 168937Lithium hydroxide, monohydrateHCID 90254546Methyl 4-(6-cyano-2-methyl-thieno[3,2-b]pyrrol-4-yl)-2-(methoxymethoxy)benzoate

생성물 1

HCID 715321534-(6-Cyano-2-methyl-thieno[3,2-b]pyrrol-4-yl)-2-hydroxybenzoic acid수율 98.6%

시약·촉매·용매 3

HCID 702Ethanol용매
HCID 962
Water
용매
HCID 8028Tetrahydrofuran용매

실험 절차

To a mixed solution of methyl 4-(6-cyano-2-methyl-thieno[3,2-b]pyrrol-4-yl)-2-(methoxymethoxy)benzoate (0.63 g) in tetrahydrofuran (10 mL), ethanol (5.0 mL) and water (5.0 mL) was added lithium hydroxide monohydrate (0.22 g), and the mixture was stirred at room temperature for 4 hours. Then 1 mol/L hydrochloric acid (10.6 mL) was added to the reaction solution and the resulting mixture was stirred at 50° C. for 5 hours. The reaction solution was concentrated under reduced pressure. To the residue was added water. The precipitated solid was collected by filtration, washed with water, and dried under reduced pressure at 50° C. to give the title compound (0.52 g).

후처리

  1. stirringthe resulting mixture was stirred at 50° C. for 5 hours
  2. concentrationThe reaction solution was concentrated under reduced pressure
  3. additionTo the residue was added water
  4. filtrationThe precipitated solid was collected by filtration
  5. washwashed with water
  6. customdried under reduced pressure at 50° C.

출처 및 근거

ORD 기록
ord-3a19fb8a9ed74844b891c32811ac44e1
출처 데이터셋
uspto-grants-2015_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09115144B2

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