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Lithium Hydroxide → 4,6-dimethyl-1H-indole-2-carboxylic Acid

HRID 507327
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HRID 507327 반응식
C([O:3][C:4]([C:6]1[NH:7][C:8]2[C:13]([CH:14]=1)=[C:12]([CH3:15])[CH:11]=[C:10]([CH3:16])[CH:9]=2)=[O:5])C.[OH-].[Li+]>C(O)C>[CH3:15][C:12]1[CH:11]=[C:10]([CH3:16])[CH:9]=[C:8]2[C:13]=1[CH:14]=[C:6]([C:4]([OH:5])=[O:3])[NH:7]2
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참가 물질

4

반응물 2

HCID 3939Lithium HydroxideHCID 4714990ethyl 4,6-dimethyl-1H-indole-2-carboxylate

생성물 1

HCID 34459014,6-dimethyl-1H-indole-2-carboxylic Acid수율 95.1%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of 4,6-dimethyl-1H-indole-2-carboxylic acid ethyl ester (22 g, 0.1 mol) and lithium hydroxide (4.8 g, 0.2 mol) in 400 ml of ethanol was heated at reflux overnight. The solvent was removed under reduced pressure and the residue was dissolved in water and neutralized with 10% HCl to pH<3. The resulting precipitates were filtered and washed with water and dried in vacuo at 40° C. to give white solids (18 g, 95%). 1H NMR (DMSO-d6, 400 MHz): δ 12.73 (brs, 1H, exchangeable with D2O, NH), 11.55 (brs, 1H, exchangeable with D2O, NH), 7.06 (s, 1H), 7.03 (s, 1H), 6.69 (s, 1H), 2.44 (s, 3H), 2.35 (s, 3H).

후처리

  1. temperaturewas heated
  2. temperatureat reflux overnight
  3. customThe solvent was removed under reduced pressure
  4. dissolutionthe residue was dissolved in water and neutralized with 10% HCl to pH<3
  5. customThe resulting precipitates
  6. filtrationwere filtered
  7. washwashed with water
  8. customdried in vacuo at 40° C.

출처 및 근거

ORD 기록
ord-0c44b5b082f8490b88e20f286dde305c
출처 데이터셋
uspto-grants-2010_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07786146B2

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