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

HRID 2233060ノート

反応式

HRID 2233060 の反応式
[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

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 6342Acetonitrile溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-f0849a56174342cb8f383ea9749e37ef
出典データセット
uspto-grants-2010_05
特許番号
US07709470B2

反応ノート

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