Stannous chloride dihydrate → Allyl 3-aminophenoxyacetate

HRID 260309ノート

反応式

HRID 260309 の反応式
[N+:1]([C:4]1[CH:5]=[C:6]([CH:15]=[CH:16][CH:17]=1)[O:7][CH2:8][C:9]([O:11][CH2:12][CH:13]=[CH2:14])=[O:10])([O-])=O.O.O.Cl[Sn]Cl.[BH4-].[Na+]>C(OCC)(=O)C.C(O)(C)(C)C>[NH2:1][C:4]1[CH:5]=[C:6]([CH:15]=[CH:16][CH:17]=1)[O:7][CH2:8][C:9]([O:11][CH2:12][CH:13]=[CH2:14])=[O:10]

参加物

6

反応物 3

HCID 61436Stannous chloride dihydrateHCID 4311764Sodium borohydrideHCID 22401165Allyl 3-nitrophenoxyacetate

生成物 1

HCID 22401151Allyl 3-aminophenoxyacetate収率 59.8%

試薬・触媒・溶媒 2

HCID 6386tert-Butanol溶媒HCID 8857Ethyl Acetate溶媒

実験手順

Allyl 3-nitrophenoxyacetate (5 g, 0.021M) was dissolved in a mixture of ethyl acetate (45 ml) and t-butanol (5 ml), and SnCl2.2H2O (23.79 g, 0.105M) added. After stirring and heating at 60° for 1 hour, sodium borohydride (399 mg, 0.0105M) was added in portions, and heating continued for another 2 hours. Solvent was removed, the residue was taken up in water, and the pH adjusted to 7.6 with aqueous NaHCO3. Organics were extracted into ethyl acetate, and the combined organic layers washed with aqueous NaHCO3, water, brine, and dried (MgSO4). Evaporation gave the title compound (2.61 g).

後処理

  1. additionadded
  2. temperatureheating at 60° for 1 hour
  3. temperatureheating
  4. customSolvent was removed
  5. extractionOrganics were extracted into ethyl acetate
  6. washthe combined organic layers washed with aqueous NaHCO3, water, brine
  7. dry with materialdried (MgSO4)
  8. customEvaporation

出典と根拠

ORDレコード
ord-50b4d048dc3c469789fd5a4ab7b11d1c
出典データセット
uspto-grants-1996_06
特許番号
US05527791

反応ノート

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