Ammonia → N2-methyl-N-[3-(triphenylphosphonio)propyl]glycinamide chloride

HRID 58335ノート

反応式

HRID 58335 の反応式
C(O[C:6]([N:8](C)[CH2:9][C:10]([NH:12][CH2:13][CH2:14][CH2:15][P+:16]([C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=[O:11])=O)(C)(C)C.[Cl-:36].Cl.C(OCC)C.N>C(Cl)Cl.CO>[CH3:6][NH:8][CH2:9][C:10]([NH:12][CH2:13][CH2:14][CH2:15][P+:16]([C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)([C:23]1[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=[O:11].[Cl-:36]

参加物

7

反応物 4

HCID 222AmmoniaHCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 131737005N2-(tert-butoxycarbonyl)-N2-methyl-N-[3-(triphenylphosphonio)propyl]glycinamide chloride

生成物 1

HCID 131737006N2-methyl-N-[3-(triphenylphosphonio)propyl]glycinamide chloride収率 100%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒2 回HCID 6344Dichloromethane溶媒

実験手順

To a solution of N2-(tert-butoxycarbonyl)-N2-methyl-N-[3-(triphenylphosphonio)propyl]glycinamide chloride (7.6 g, 14 mol) in methylene chloride (38 mL) and methanol (4.2 mL) was added 2.0 M HCl in diethyl ether (16 mL, 32 mmol), and the mixture was stirred overnight at room temperature. The solution was cooled to 0° C. and treated with 7 M ammonia in methanol (6.0 mL, 42 mmol), giving an immediate white precipitate. After 30 minutes, the slurry was filtered and the flask and filter cake were rinsed with methylene chloride (68 mL). The filtrate was concentrated to give the title compound (6.2 g, 100%) as a crude white solid.

後処理

  1. temperatureThe solution was cooled to 0° C.
  2. customgiving an immediate white precipitate
  3. waitAfter 30 minutes
  4. filtrationthe slurry was filtered
  5. filtrationthe flask and filter cake
  6. washwere rinsed with methylene chloride (68 mL)
  7. concentrationThe filtrate was concentrated

出典と根拠

ORDレコード
ord-dd5c36bf369e4300a33843e92a619a23
出典データセット
uspto-grants-2016_09
特許番号
US09434753B2

反応ノート

読み込み中…