Hydrochloric Acid → 4-Heptyloxy-2-chlorobenzoic acid

HRID 437011노트

반응식

HRID 437011 반응식
[Cl:1][C:2]1[CH:10]=[C:9]([OH:11])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].Br[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19].[OH-].[K+].Cl>O.C(O)C>[CH2:13]([O:11][C:9]1[CH:8]=[CH:7][C:3]([C:4]([OH:6])=[O:5])=[C:2]([Cl:1])[CH:10]=1)[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19]

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 123691-BromoheptaneHCID 14797Potassium Hydroxide2회HCID 918212-Chloro-4-hydroxybenzoic acid

생성물 1

HCID 40208144-Heptyloxy-2-chlorobenzoic acid수율 75%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매3회

실험 절차

A mixture of 4.0 parts of 2-chloro-4-hydroxybenzoic acid, 8.3 parts of 1-bromoheptane, 2.6 parts of potassium hydroxide, 10 parts of water and 90 parts by volume of ethanol was refluxed for 20 hours. A solution of 2.5 parts of potassium hydroxide in 50 parts of water was then added and refluxing continued for an additional 1.5 hours. The reaction mixture was diluted with 100 parts of water, acidified with concentrated hydrochloric acid and extracted with methylene chloride. The combined extracts were dried over sodium sulfate, the solvent evaporated and the resultant residue recrystallized from hexane. 4.5 Parts of 4-heptyloxy-2-chlorobenzoic acid (75% yield) was obtained having a melting point of 76°-78° C.

후처리

  1. temperaturewas refluxed for 20 hours
  2. temperaturerefluxing
  3. extractionextracted with methylene chloride
  4. dry with materialThe combined extracts were dried over sodium sulfate
  5. customthe solvent evaporated
  6. customthe resultant residue recrystallized from hexane

출처 및 근거

ORD 기록
ord-2b5adc3c19c446858a5a7140b6c612b4
출처 데이터셋
uspto-grants-1977_06
특허 번호
US04029594

반응 노트

불러오는 중…