4-Hydroxybenzoic Acid → HCID 21315467, 화합물

HRID 236847노트

반응식

HRID 236847 반응식
[Na].[OH:2][C:3]1[CH:11]=[CH:10][C:6]([C:7]([OH:9])=[O:8])=[CH:5][CH:4]=1.[CH3:12]N(C)C=O.[CH2:17]([O:21][CH2:22][CH2:23]Br)[CH2:18][CH2:19]C>C1(C)C=CC=CC=1.O>[CH3:12][CH:17]([O:21][CH2:22][CH2:23][O:2][C:3]1[CH:11]=[CH:10][C:6]([C:7]([OH:9])=[O:8])=[CH:5][CH:4]=1)[CH2:18][CH3:19]

참가 물질

7

반응물 4

HCID 1354-Hydroxybenzoic AcidHCID 6228DimethylformamideHCID 1387612-Butoxyethyl bromideHCID 5360545Sodium

생성물 1

HCID 21315467HCID 21315467, 화합물

시약·촉매·용매 2

HCID 962Water용매2회HCID 1140Toluene용매

실험 절차

To a 1 l three-neck flask were added 70 g of sodium salt of p-hydroxybenzoic acid ##STR4## and 200 ml of N,N-dimethylformamide, and the contents were heated under reflux. To the heated contents, 50 g of β-n-butoxyethyl bromide was dropped over a period of 30 minutes and heating was continued under reflux for further 8 hours. After cooling with water, 300 ml of water and 200 ml of toluene were added to the contents and after shaking, the resulting organic layer was separated, washed with 4 N hydrochloric acid and then with a 20% aqueous solution of sodium hydroxide. After distilling off toluene and heating the remaing material together with 200 ml of a 20% aqueous solution of sodium hydroxide for 3 hours, the resulting material was neutralized with hydrochloric acid to precipitate the objective material. After washing with water, the objective material was recrystallized from ethanol to obtain 55 g of p-(β-n-butoxy)ethoxybenzoic acid. The melting point of this material was 114.5°-115° C. and the values of the elemental analysis thereof showed a good agreement with the calculated values as seen below.

후처리

  1. temperatureunder reflux
  2. temperatureheating
  3. temperatureunder reflux for further 8 hours
  4. additionwere added to the contents
  5. customthe resulting organic layer was separated
  6. washwashed with 4 N hydrochloric acid
  7. distillationAfter distilling off toluene
  8. temperatureheating the remaing material together with 200 ml of a 20% aqueous solution of sodium hydroxide for 3 hours
  9. customto precipitate the objective material
  10. washAfter washing with water
  11. customthe objective material was recrystallized from ethanol

출처 및 근거

ORD 기록
ord-98caac1e6e284fa59d9afd876a7c5429
출처 데이터셋
uspto-grants-1979_06
특허 번호
US04158011

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