Sodium Iodide → 8-(4-(Methoxycarbonyl)benzyloxy)naphthalene-2-sulfonic acid

HRID 528802

반응식

HRID 528802 반응식
[OH:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[CH:10]=[C:9]([S:12]([OH:15])(=[O:14])=[O:13])[CH:8]=[CH:7]2.[OH-].[K+].Br[CH2:19][C:20]1[CH:29]=[CH:28][C:23]([C:24]([O:26][CH3:27])=[O:25])=[CH:22][CH:21]=1.[Na+].[I-]>CN(C=O)C.O>[CH3:27][O:26][C:24]([C:23]1[CH:28]=[CH:29][C:20]([CH2:19][O:1][C:2]2[CH:3]=[CH:4][CH:5]=[C:6]3[C:11]=2[CH:10]=[C:9]([S:12]([OH:15])(=[O:13])=[O:14])[CH:8]=[CH:7]3)=[CH:21][CH:22]=1)=[O:25]

참가 물질

7

반응물 4

HCID 5238Sodium IodideHCID 14797Potassium HydroxideHCID 256687Methyl 4-(bromomethyl)benzoateHCID 30224821-Hydroxynaphthalene-7-sulfonic acid

생성물 1

HCID 867188628-(4-(Methoxycarbonyl)benzyloxy)naphthalene-2-sulfonic acid수율 32.9%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

8-Hydroxynaphthalene-2-sulfonic acid (110 mg, 0.49 mmol), KOH (110 mg, 1.96 mmol), methyl 4-(bromomethyl)benzoate (112 mg, 0.49 mmol) and NaI (7.4 mg, 0.49 mmol) were stirred in DMF (1.0 mL) at room temperature for 1 h and then at 60° C. for 72 h. The reaction mixture was cooled to room temperature, diluted with water and purified using preparative HPLC to give the title compound (60 mg, 31%). MS(ESI−) m/z 371.3 (M−H)−.

후처리

  1. custompurified

출처 및 근거

ORD 기록
ord-c1469fe480854a028fb71a34a8496dcc
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09346795B2

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