Hydrochloric Acid → 4-((Benzyloxy)carbonyl)-2-fluorobenzoic acid

HRID 2233060노트

반응식

HRID 2233060 반응식
[O-]Cl=O.[Na+].[CH2:5]([O:12][C:13](=[O:23])[C:14]1[CH:19]=[CH:18][C:17]([CH:20]=[O:21])=[C:16]([F:22])[CH:15]=1)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.S(=O)(=O)([OH:26])N.Cl>O.CC#N>[CH2:5]([O:12][C:13](=[O:23])[C:14]1[CH:19]=[CH:18][C:17]([C:20]([OH:26])=[O:21])=[C:16]([F:22])[CH:15]=1)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 5987Sulfamic AcidHCID 23668197Sodium ChloriteHCID 59295103Benzyl 3-fluoro-4-formylbenzoate

생성물 1

HCID 592950924-((Benzyloxy)carbonyl)-2-fluorobenzoic acid

시약·촉매·용매 2

HCID 962Water용매2회HCID 6342Acetonitrile용매

실험 절차

A solution of 80% NaClO2 (0.19 mol) in H2O (100 mL) is added dropwise to a solution of crude 3-fluoro-4-formyl benzoic acid benzyl ester (6, 0.19 mol) and sulfamic acid (0.19 mol) in H2O (300 mL) and CH3CN (150 mL). After stirring for 1 h, the reaction mixture is poured into 1 N HCl and extracted three times with EtOAc. The combined organic layers are washed with brine, dried over MgSO4, and evaporated in vacuo. Crystals are collected by filtration and washed with ether/hexane (1:1) to give 2-fluoroterephthalic acid 4-benzyl ester (7) as white solid.

후처리

  1. extractionextracted three times with EtOAc
  2. washThe combined organic layers are washed with brine
  3. dry with materialdried over MgSO4
  4. customevaporated in vacuo
  5. filtrationCrystals are collected by filtration
  6. washwashed with ether/hexane (1:1)

출처 및 근거

ORD 기록
ord-f0849a56174342cb8f383ea9749e37ef
출처 데이터셋
uspto-grants-2010_05
특허 번호
US07709470B2

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