3-(3',5'-Di-tert-butyl-4'-hydroxyphenyl)propionic acid → HCID 21488283, 화합물

HRID 1974010노트

반응식

HRID 1974010 반응식
O[CH:2]1[CH2:9][CH2:8][CH:7]([OH:10])[CH:6]2[N:11]([CH3:12])[CH:3]1[CH2:4][CH2:5]2.[C:13]([C:17]1[CH:18]=[C:19]([CH2:28][CH2:29][C:30]([OH:32])=[O:31])[CH:20]=[C:21]([C:24]([CH3:27])([CH3:26])[CH3:25])[C:22]=1[OH:23])([CH3:16])([CH3:15])[CH3:14]>C1(C)C(C)=CC=CC=1.CCOCC.[Ti]>[C:13]([C:17]1[CH:18]=[C:19]([CH2:28][CH2:29][C:30]([O:32][CH:3]2[CH2:4][CH2:5][CH:6]3[N:11]([CH3:12])[CH:2]2[CH2:9][CH2:8][CH:7]3[O:10][C:30](=[O:31])[CH2:29][CH2:28][C:19]2[CH:20]=[C:21]([C:24]([CH3:25])([CH3:27])[CH3:26])[C:22]([OH:23])=[C:17]([C:13]([CH3:16])([CH3:15])[CH3:14])[CH:18]=2)=[O:31])[CH:20]=[C:21]([C:24]([CH3:25])([CH3:26])[CH3:27])[C:22]=1[OH:23])([CH3:16])([CH3:14])[CH3:15]

참가 물질

6

반응물 2

HCID 883893-(3',5'-Di-tert-butyl-4'-hydroxyphenyl)propionic acidHCID 214882869-Methyl-9-azabicyclo[4.2.1]nonane-2,5-diol

생성물 1

HCID 21488283HCID 21488283, 화합물수율 56.6%

시약·촉매·용매 3

HCID 23963Titanium촉매HCID 3283Diethyl Ether용매HCID 7237O-Xylene용매

실험 절차

In a nitrogen atmosphere a stirred mixture of the diol mixture 2,6-dihydroxy-9-methyl-9-azabicyclo[3.3.1]nonane and 2,5-dihydroxy-9-methyl-9-azabicyclo[4.2.1]nonane (4.28 g., 0.025 mole), 3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionic acid (15.3 g, 0.055 mole) and 0.7 ml of titanium tetraisopripylate in 100 ml of xylene was heated under reflux in a flask equipped with a Dean-Stark trap for 14 hours. The xylene was evaporated under reduced pressure and the residue thus obtained was dissolved in ether. The ether solution was washed with 5% aqueous sodium hydroxide and then water. The dried (Na2SO4) solution was evaporated under reduced pressure to give an oily residue which was crystallized from petroleum ether. Recrystallization from methanol gave 9.8 g (56.6%) of the title ester, m.p. 107°-109°.

후처리

  1. temperaturewas heated
  2. temperatureunder reflux in a flask
  3. customequipped with a Dean-Stark trap for 14 hours
  4. customThe xylene was evaporated under reduced pressure
  5. customthe residue thus obtained
  6. washThe ether solution was washed with 5% aqueous sodium hydroxide
  7. dry with materialThe dried (Na2SO4) solution
  8. customwas evaporated under reduced pressure
  9. customto give an oily residue which
  10. customwas crystallized from petroleum ether
  11. customRecrystallization from methanol

출처 및 근거

ORD 기록
ord-e0f4042f88fe4b3d81609b12ab42ffdb
출처 데이터셋
uspto-grants-1976_12
특허 번호
US04000113

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