Hydrochloric Acid → HCID 178473080, 화합물

HRID 1891165노트

반응식

HRID 1891165 반응식
[O-]CC.[Na+].[CH2:5]([O:12][C:13]1[CH:18]=[C:17]([O:19][CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[C:16]([C:27]([CH3:30])([CH3:29])[CH3:28])=[CH:15][C:14]=1[C:31](=[O:33])[CH3:32])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[C:34](OCC)(=[O:40])[C:35]([O:37][CH2:38][CH3:39])=[O:36].Cl>C(O)C.O>[CH2:38]([O:37][C:35](=[O:36])[C:34]([OH:40])=[CH:32][C:31]([C:14]1[CH:15]=[C:16]([C:27]([CH3:29])([CH3:28])[CH3:30])[C:17]([O:19][CH2:20][C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)=[CH:18][C:13]=1[O:12][CH2:5][C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=1)=[O:33])[CH3:39]

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 7268Diethyl OxalateHCID 2723922Sodium ethoxideHCID 247734531-(2,4-Bis-benzyloxy-5-tert-butyl-phenyl)-ethanone

생성물 1

HCID 178473080HCID 178473080, 화합물수율 93.1%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

실험 절차

Sodium ethoxide (2.8 g, 41 mmol) was added to a suspension of the 1-(2,4-bis-benzyloxy-5-tert-butyl-phenyl)-ethanone (7.8 g, 20 mmol) in ethanol (40 ml). Diethyl oxalate (4 ml, 29.5 mmol) was added and the resulting suspension heated under reflux for ˜2 hrs. to give a pale red solution. The solution was allowed to cool and poured into water (200 ml), the mixture was acidified with hydrochloric acid (50 ml, 1M) and extracted with dichloromethane (150 ml). The extracts were washed with water (2×200 ml) and saturated aqueous sodium chloride solution (100 ml). The solution was dried over anhydrous sodium sulphate and concentrated to a yellow gum. Trituration with hexane gave a yellow solid. Solids were removed by filtration and washed with hexane and dried in vacuo (40° C.), to give 4-(2,4-Bis-benzyloxy-5-tert-butyl-phenyl)-2-hydroxy-4-oxo-but-2-enoic acid ethyl ester as a yellow powder (9.1 g, 93%).

후처리

  1. temperaturethe resulting suspension heated
  2. temperatureunder reflux for ˜2 hrs
  3. customto give a pale red solution
  4. temperatureto cool
  5. extractionextracted with dichloromethane (150 ml)
  6. washThe extracts were washed with water (2×200 ml) and saturated aqueous sodium chloride solution (100 ml)
  7. dry with materialThe solution was dried over anhydrous sodium sulphate
  8. concentrationconcentrated to a yellow gum
  9. customTrituration with hexane gave a yellow solid
  10. customSolids were removed by filtration
  11. washwashed with hexane
  12. customdried in vacuo (40° C.)

출처 및 근거

ORD 기록
ord-7be33094b5514585af2d0259b5946467
출처 데이터셋
uspto-grants-2013_08
특허 번호
US08507480B2

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