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Water → 2-Benzyl-6-fluoro-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid

HRID 2390038
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HRID 2390038 반응식
[CH2:1]([N:8]1[CH:17]([C:18]([O:20]C)=[O:19])[CH2:16][C:15]2[C:10](=[CH:11][CH:12]=[C:13]([F:22])[CH:14]=2)[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Li+].O.[Cl-].[NH4+]>C1COCC1>[CH2:1]([N:8]1[CH:17]([C:18]([OH:20])=[O:19])[CH2:16][C:15]2[C:10](=[CH:11][CH:12]=[C:13]([F:22])[CH:14]=2)[CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1
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참가 물질

6

반응물 4

HCID 962Water2회HCID 3939Lithium HydroxideHCID 25517Ammonium ChlorideHCID 59323112Methyl 2-benzyl-6-fluoro-1,2,3,4-tetrahydroisoquinoline-3-carboxylate

생성물 1

HCID 593233962-Benzyl-6-fluoro-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid수율 99.4%

시약·촉매·용매 1

HCID 8028
Tetrahydrofuran
용매

실험 절차

460 mg of methyl 2-benzyl-6-fluoro-1,2,3,4-tetrahydroisoquinoline-3-carboxylate and 640 mg of lithium hydroxide.monohydrate were dissolved in 5 mL of THF:H2O=1:1, followed by stirring under reflux for 1 hour. Water was added to the reaction liquid, followed by neutralization by addition of ammonium chloride and an aqueous sodium bicarbonate solution and extraction with chloroform, and the organic layer was then washed with saturated brine, dried over anhydrous sodium sulfate and then concentrated under reduced pressure to obtain 436 mg (yield 99%) of a title compound as a pale yellow oily substance.

후처리

  1. temperatureunder reflux for 1 hour
  2. extractionan aqueous sodium bicarbonate solution and extraction with chloroform
  3. washthe organic layer was then washed with saturated brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-8f19ca710ee24bdb8a86b2b2f70b1525
출처 데이터셋
uspto-grants-2012_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08273766B2

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