O-Xylene → Methanol-xylene

HRID 1077278노트

반응식

HRID 1077278 반응식
[CH3:1]OC1C=C(O)C(Cl)=CC=1C(OC)=O.[C:15]1([CH3:22])[C:16]([CH3:21])=[CH:17][CH:18]=[CH:19][CH:20]=1.C(N1CCCC1CN)C>CO>[C:15]1([CH3:1])([CH3:22])[CH:20]=[CH:19][CH:18]=[C:17]2[CH2:21][CH:16]12

참가 물질

5

반응물 3

HCID 7237O-XyleneHCID 1172952-Aminomethyl-1-ethylpyrrolidineHCID 21536136Benzoic acid, 5-chloro-4-hydroxy-2-methoxy-, methyl ester

생성물 1

HCID 86733476Methanol-xylene

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

In a 500 ml flask equipped with a 40 cm Vigreux column, there are put 40 g (0.184 mole) of methyl 2-methoxy-4-hydroxy-5-chlorobenzoate, 160 ml of xylene and 35.5 g of dextro 1-ethyl-2- aminomethylpyrrolidine. It is heated gently. There is complete dissolution when heating begins. The methyl alcohol formed as a methanol - xylene azeotrope is distilled at 61°-63° C. At the end of the reaction, a little xylene is distilled. In 90 minutes, 40 ml containing 7 ml of methyl alcohol are distilled. The excess xylene and amine are then distilled under vacuum. The residue is a solid. It is recovered with 300 ml of water, drained, washed until neutral as indicated by the phenol-phthalein and dried at 60° C. There are obtained 58 g (yield 100%) of N-(1-ethyl-2-pyrrolidylmethyl)-4-hydroxy-5-chlorobenzamide in base state which are transformed to the hydrochloride. This is done by dissolving the base in 200 ml of absolute alcohol and adding an alcohol solution of 14.5 ml of concentrated hydrochloric acid in 40 ml of alcohol. The hydrochloride crystallizes, is drained, washed with alcohol, and air-dried. It is a white solid (m.p. 228° C; [α]D = + 8° (5% water).

후처리

  1. customIn a 500 ml flask equipped with a 40 cm Vigreux column, there
  2. temperatureIt is heated gently
  3. dissolutiondissolution when
  4. temperatureheating

출처 및 근거

ORD 기록
ord-cc54d5ff283843de91914e5b029a267b
출처 데이터셋
uspto-grants-1976_05
특허 번호
US03959477

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