Stannous chloride dihydrate → Dibenzyl 5-aminoisophthalate

HRID 439544ノート

反応式

HRID 439544 の反応式
[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

参加物

5

反応物 3

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

生成物 1

HCID 7023592Dibenzyl 5-aminoisophthalate収率 90%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒2 回

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-7ac957bf0f2842f9a8c285d5bae6236f
出典データセット
uspto-grants-1996_05
特許番号
US05514683

反応ノート

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