Stannous chloride dihydrate → Dibenzyl 5-aminoisophthalate

HRID 439544노트

반응식

HRID 439544 반응식
[CH2:1]([O:8][C:9]([C:11]1[CH:12]=[C:13]([N+:27]([O-])=O)[CH:14]=[C:15]([C:17]([O:19][CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)=[O:18])[CH:16]=1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O.O.[Sn](Cl)Cl.C(=O)([O-])O.[Na+]>C(OCC)(=O)C>[CH2:1]([O:8][C:9]([C:11]1[CH:12]=[C:13]([CH:14]=[C:15]([C:17]([O:19][CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)=[O:18])[CH:16]=1)[NH2:27])=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

5

반응물 3

HCID 61436Stannous chloride dihydrateHCID 516892Sodium BicarbonateHCID 190639261,3-Dibenzyl 5-nitrobenzene-1,3-dicarboxylate

생성물 1

HCID 7023592Dibenzyl 5-aminoisophthalate수율 90%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매2회

실험 절차

The nitro compound prepared in step c above (3.91 g, 10 mol) was dissolved in ethyl acetate (50 ml) and tin (II) chloride dihydrate (11.27 g, 50 mmol) was added and the mixture stirred and heated at 70° under an atmosphere of nitrogen for 1 h . The mixture was poured carefully onto 5% sodium hydrogencarbonate solution (200 ml) and a further aliquot of ethyl acetate (100 ml) was added. After shaking the organic layer was separated and the aqueous layer was extracted with more ethyl acetate (50 ml). The combined organic layers were washed with brine, and dried, filtered and evaporated to leave a pale yellow solid (3.25 g, 90%).

후처리

  1. temperatureheated at 70° under an atmosphere of nitrogen for 1 h
  2. stirringAfter shaking the organic layer
  3. customwas separated
  4. extractionthe aqueous layer was extracted with more ethyl acetate (50 ml)
  5. washThe combined organic layers were washed with brine
  6. customdried
  7. filtrationfiltered
  8. customevaporated

출처 및 근거

ORD 기록
ord-7ac957bf0f2842f9a8c285d5bae6236f
출처 데이터셋
uspto-grants-1996_05
특허 번호
US05514683

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