Sodium Chloride → 2-Hydroxy-5-iodo-3-methylbenzoic acid

HRID 1916564

반응식

HRID 1916564 반응식
Cl[O-].[Na+].[OH:4][C:5]1[C:14]([CH3:15])=[CH:13][CH:12]=[CH:11][C:6]=1[C:7]([O:9]C)=[O:8].[Na+].[I-:17].[OH-].[Na+].[Na+].[Cl-]>CO.O.C(Cl)Cl>[OH:4][C:5]1[C:14]([CH3:15])=[CH:13][C:12]([I:17])=[CH:11][C:6]=1[C:7]([OH:9])=[O:8]

참가 물질

9

반응물 5

HCID 5234Sodium ChlorideHCID 5238Sodium IodideHCID 14798Sodium HydroxideHCID 31835Benzoic acid, 2-hydroxy-3-methyl-, methyl esterHCID 23665760Sodium Hypochlorite

생성물 1

HCID 159086852-Hydroxy-5-iodo-3-methylbenzoic acid

시약·촉매·용매 3

HCID 887Methanol용매HCID 962Water용매HCID 6344Dichloromethane용매

반응 조건

온도
-5 °C

실험 절차

14.9 mL (24.1 mmol) sodium hypochlorite solution (10 percent by weight in water) is added dropwise to a solution of 4.0 g (24.1 mmol) methyl 2-hydroxy-3-methyl-benzoate, 3.6 g (24.1 mmol) NaI, 0.96 g (24.1 mmol) NaOH in 100 mL MeOH at −5° C. over 40 min. The reaction is stirred for 30 min at −5° C. and 5 days at RT. The solvent is eliminated i.vac. and the residue is taken up in 80 mL water and 50 mL DCM. After the organic phase has been saturated with NaCl it is extracted twice with DCM. The combined organic extracts are filtered and the solvent is eliminated i.vac. The product is further reacted without any more purification.

후처리

  1. extractionis extracted twice with DCM
  2. filtrationThe combined organic extracts are filtered
  3. customThe product is further reacted without any more purification

출처 및 근거

ORD 기록
ord-638b86c89d4a4a29b79d882457ac8a43
출처 데이터셋
uspto-grants-2013_12
특허 번호
US08618132B2

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