Sodium Chloride → Methyl 1-methoxy-2-naphthoate

HRID 1381922노트

반응식

HRID 1381922 반응식
[OH-].[K+].[OH:3][C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH:7]=[CH:6][C:5]=1[C:14]([OH:16])=O.[CH3:17]I.[Cl-].[Na+].CN(C)[CH:23]=[O:24]>>[CH3:17][O:3][C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH:7]=[CH:6][C:5]=1[C:14]([O:24][CH3:23])=[O:16]

참가 물질

6

반응물 5

HCID 5234Sodium ChlorideHCID 6228DimethylformamideHCID 6328Methyl iodideHCID 68441-Hydroxy-2-naphthoic acidHCID 14797Potassium Hydroxide

생성물 1

HCID 4640332Methyl 1-methoxy-2-naphthoate

반응 조건

온도
50 °C

실험 절차

Over a 15 minute period, 149 g. (2.7 moles) of ground potassium hydroxide is added to 180 g. (0.96 mole) of 1-hydroxy-2-naphthoic acid in 2.5 l. of dimethylformamide (during the course of which the temperature rises to 32° C.). The reaction mixture is stirred at 20°-25° C. for 16 hours and at 50° C. for 2 hours and cooled to 40° C. 387 g. (2.7 moles) of methyl iodide is added, and the reaction mixture is stirred at 40°-50° C. for 4 hours. 4 l. of saturated sodium chloride solution is added, and the mixture is extracted with diethyl ether. The diethyl ether extract is dried over anhydrous sodium sulfate and evaporated at reduced pressure to obtain the crude product as a light brown oil (255 g.).

후처리

  1. customrises to 32° C.
  2. temperaturecooled to 40° C
  3. stirringthe reaction mixture is stirred at 40°-50° C. for 4 hours
  4. extractionthe mixture is extracted with diethyl ether
  5. extractionThe diethyl ether extract
  6. dry with materialis dried over anhydrous sodium sulfate
  7. customevaporated at reduced pressure

출처 및 근거

ORD 기록
ord-f40011dfb59f48c3bc68df255addbf3b
출처 데이터셋
uspto-grants-1989_02
특허 번호
US04804679

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