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Sodium Hydroxide → HCID 86692511, 화합물

HRID 1748565
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HRID 1748565 반응식
C[O:2][C:3]([C:5]1([C:11]2[C:16]([CH3:17])=[CH:15][C:14]([Br:18])=[CH:13][N:12]=2)[CH2:10][CH2:9][O:8][CH2:7][CH2:6]1)=[O:4].[OH-].[Na+]>O1CCCC1.CO>[Br:18][C:14]1[CH:15]=[C:16]([CH3:17])[C:11]([C:5]2([C:3]([OH:4])=[O:2])[CH2:10][CH2:9][O:8][CH2:7][CH2:6]2)=[N:12][CH:13]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 14798Sodium HydroxideHCID 86692510HCID 86692510, 화합물

생성물 1

HCID 86692511HCID 86692511, 화합물수율 59.2%

시약·촉매·용매 2

HCID 887Methanol용매HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 4-(5-bromo-3-methylpyridin-2-yl)tetrahydro-2H-pyran-4-carboxylic acid methyl ester (745 mg) in tetrahydrofuran (5 ml) and methanol (5 ml) was added 4 N aqueous solution of sodium hydroxide (5 ml) at room temperature, and stirred overnight. After completion of the reaction, the organic solvent was evaporated, diluted with 1 N aqueous solution of sodium hydroxide and water, diethyl ether was added thereto, and the aqueous layer was separated. The aqueous layer was ice-cooled, concentrated hydrochloric acid was added thereto to adjust the layer to pH 4, extracted with chloroform, the organic layer was dried over anhydrous sodium sulfate, and then the solvent was evaporated to give 4-(5-bromo-3-methylpyridin-2-yl)tetrahydro-2H-pyran-4-carboxylic acid (421 mg) as a white solid. MS (ESI) m/z: 300, 302 (M+H)+.

후처리

  1. customAfter completion of the reaction
  2. customthe organic solvent was evaporated
  3. additiondiluted with 1 N aqueous solution of sodium hydroxide and water, diethyl ether
  4. additionwas added
  5. customthe aqueous layer was separated
  6. temperaturecooled
  7. additionconcentrated hydrochloric acid was added
  8. extractionextracted with chloroform
  9. dry with materialthe organic layer was dried over anhydrous sodium sulfate
  10. customthe solvent was evaporated

출처 및 근거

ORD 기록
ord-9f08fd6aa85a479c90784c4a0a355d84
출처 데이터셋
uspto-grants-2015_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09150555B2

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