Ammonium formate → 4-[2-(Oxan-2-yloxy)ethoxy]aniline

HRID 450512ノート

反応式

HRID 450512 の反応式
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([O:10][CH2:11][CH2:12][O:13][CH:14]2[CH2:19][CH2:18][CH2:17][CH2:16][O:15]2)=[CH:6][CH:5]=1)([O-])=O.C([O-])=O.[NH4+]>CCO.[Pd]>[O:15]1[CH2:16][CH2:17][CH2:18][CH2:19][CH:14]1[O:13][CH2:12][CH2:11][O:10][C:7]1[CH:6]=[CH:5][C:4]([NH2:1])=[CH:9][CH:8]=1

参加物

5

反応物 2

HCID 2723923Ammonium formateHCID 108908362-[2-(4-Nitrophenoxy)ethoxy]oxane2 回

生成物 1

HCID 110209174-[2-(Oxan-2-yloxy)ethoxy]aniline

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 702Ethanol溶媒

反応条件

温度
40 °C

実験手順

To a solution of 2-({2-[(4-nitrophenyl)oxy]ethyl}oxy)tetrahydro-2H-pyran (Intermediate 17) (1.33 g, 5 mmol) in EtOH (50 mL) was added Pd/C (catalytic amount) and ammonium formiate (0.9 g, 10 eq). The reaction was stirred to 40° C. for 2 hours. After filtration on celite, the solvent was evaporated and the residue was poured in water, extracted with ether and dried over sodium sulphate and evaporated. The title compound was obtained as a dark oil (0.8 g, 68%). LC/MS: m/z 238 (M+H)+, Rt: 2.38 min.

後処理

  1. filtrationAfter filtration on celite
  2. customthe solvent was evaporated
  3. additionthe residue was poured in water
  4. extractionextracted with ether
  5. dry with materialdried over sodium sulphate
  6. customevaporated

出典と根拠

ORDレコード
ord-deae8ce8f9d345edadeae3956c2458e5
出典データセット
uspto-grants-2013_07
特許番号
US08486977B2

反応ノート

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