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Hydrochloric Acid → 5-(3-Chloro-2-fluorobenzyl)-2-fluoro-4-methoxybenzoic acid

HRID 391241
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HRID 391241 반응식
C[O:2][C:3](=[O:22])[C:4]1[CH:9]=[C:8]([CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([Cl:17])[C:12]=2[F:18])[C:7]([O:19][CH3:20])=[CH:6][C:5]=1[F:21].[OH-].[Na+].O.Cl>CN1CCCC1=O>[Cl:17][C:13]1[C:12]([F:18])=[C:11]([CH:16]=[CH:15][CH:14]=1)[CH2:10][C:8]1[C:7]([O:19][CH3:20])=[CH:6][C:5]([F:21])=[C:4]([CH:9]=1)[C:3]([OH:22])=[O:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 575728695-(3-Chloro-2-fluorobenzyl)-2-fluoro-4-methoxybenzoic acid methyl ester

생성물 1

HCID 575728415-(3-Chloro-2-fluorobenzyl)-2-fluoro-4-methoxybenzoic acid수율 93.4%

시약·촉매·용매 1

HCID 13387
N-methyl-2-pyrrolidone
용매

실험 절차

5-(3-Chloro-2-fluorobenzyl)-2-fluoro-4-methoxybenzoic acid methyl ester (100 g) obtained in Example 2, Step III was dissolved in 1-methyl-2-pyrrolidinone (500 ml), and 2.5% V/W aqueous alkali solution prepared from 8N-aqueous sodium hydroxide solution (54.7 ml) and water (192.6 ml) was added dropwise with stirring at room temperature. After the dropwise addition, the mixture was stirred for 3.5 hr, and acidified by dropwise addition of 2N-hydrochloric acid (240 ml) with stirring at room temperature. The precipitated crystals were stirred for 2 hr and collected by filtration. The filtrate was washed with 50% methanol aqueous solution (100 ml) and dried at an outer temperature of 70° C. to give 5-(3-chloro-2-fluorobenzyl)-2-fluoro-4-methoxybenzoic acid (89.4 g, yield 93.4%).

후처리

  1. additionwas added dropwise
  2. additionAfter the dropwise addition
  3. stirringthe mixture was stirred for 3.5 hr
  4. stirringwith stirring at room temperature
  5. stirringThe precipitated crystals were stirred for 2 hr
  6. filtrationcollected by filtration
  7. washThe filtrate was washed with 50% methanol aqueous solution (100 ml)
  8. customdried at an outer temperature of 70° C.

출처 및 근거

ORD 기록
ord-642d02038d2e4fdfba34fa531f47154f
출처 데이터셋
uspto-grants-2013_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08383819B2

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