Water → 5-Bromo-2-(2-pyrrolidin-1-ylethoxy)benzylamine

HRID 734849ノート

反応式

HRID 734849 の反応式
C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[N:20]([CH2:23][C:24]1[CH:37]=[C:36]([Br:38])[CH:35]=[CH:34][C:25]=1[O:26][CH2:27][CH2:28][N:29]1[CH2:33][CH2:32][CH2:31][CH2:30]1)=[N+]=[N-].O>C1COCC1>[Br:38][C:36]1[CH:35]=[CH:34][C:25]([O:26][CH2:27][CH2:28][N:29]2[CH2:33][CH2:32][CH2:31][CH2:30]2)=[C:24]([CH:37]=1)[CH2:23][NH2:20]

参加物

5

反応物 3

HCID 962WaterHCID 11776TriphenylphosphineHCID 860769251-[2-(2-Azidomethyl-4-bromophenoxy)ethyl]pyrrolidine

生成物 1

HCID 608783045-Bromo-2-(2-pyrrolidin-1-ylethoxy)benzylamine

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

0.66 g (2.50 mmol) of triphenylphosphine was added to a solution of 0.40 g (1.23 mmol) 1-[2-(2-azidomethyl-4-bromophenoxy)ethyl]pyrrolidine in 5 mL of THF and the mixture was stirred for 30 minutes at RT. Water was added and the aqueous phase was exhaustively extracted with DCM. The combined organic extracts were dried over magnesium sulfate and evaporated down in vacuo. Yield: 0.185 g (50% of theoretical); C13H19BrN2O (M=299.207); calc.: molpeak (M+H)+: 299/301 (Br); found: molpeak (M+H)+: 299/301 (Br); HPLC-MS: 1.38 minutes (method A).

後処理

  1. extractionthe aqueous phase was exhaustively extracted with DCM
  2. dry with materialThe combined organic extracts were dried over magnesium sulfate
  3. customevaporated down in vacuo
  4. custom1.38 minutes (method A)

出典と根拠

ORDレコード
ord-7cb3bb0020624d43912b34a8c10b5490
出典データセット
uspto-grants-2009_09
特許番号
US07592358B2

反応ノート

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