Ammonia → HCID 86651606、化合物

HRID 1372911ノート

反応式

HRID 1372911 の反応式
[C:1](Cl)(Cl)=[O:2].[C:5]([O:9][C:10](=[O:32])[NH:11][C:12]([CH3:31])([CH3:30])[CH2:13][CH2:14][NH:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[C:22]([OH:29])([CH2:26][CH2:27][CH3:28])[CH2:23][CH2:24][CH3:25])([CH3:8])([CH3:7])[CH3:6].C(N(CC)CC)C.N>CCOC(C)=O.C1COCC1>[CH3:31][C:12]([NH:11][C:10](=[O:32])[O:9][C:5]([CH3:6])([CH3:7])[CH3:8])([CH3:30])[CH2:13][CH2:14][N:15]1[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[C:22]([CH2:23][CH2:24][CH3:25])([CH2:26][CH2:27][CH3:28])[O:29][C:1]1=[O:2]

参加物

7

反応物 4

HCID 222AmmoniaHCID 6371PhosgeneHCID 8471TriethylamineHCID 86600980Tert-butyl {3-[2-(1-hydroxy-1-propylbutyl)phenylamino]-1,1-dimethylpropyl}carbamate

生成物 1

HCID 86651606HCID 86651606、化合物

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

実験手順

8.85 mL (16.81 mmol) phosgene solution (20 wt. % in toluene) are slowly added dropwise at 0° C. to a solution of 6.00 g (15.28 mmol) tert-butyl{3-[2-(1-hydroxy-1-propyl-butyl)-phenylamino]-1,1-dimethyl-propyl}-carbamate and 5.32 mL (38.21 mmol) triethylamine in abs. THF (80 mL). The mixture is stirred for 2 h at RT, diluted with EtOAc, combined with ice and made basic with sat. aqueous ammonia solution. The aqueous phase is exhaustively extracted with EtOAc and the combined org. phases are washed with saturated aqueous NaCl, dried with sodium sulphate and evaporated down i. vac. After column chromatography (silica gel, cyclohexane/EtOAc 6:1) the product is obtained as a yellow oil. Yield: 4.57 g (71%).

後処理

  1. extractionThe aqueous phase is exhaustively extracted with EtOAc
  2. washphases are washed with saturated aqueous NaCl
  3. dry with materialdried with sodium sulphate
  4. customevaporated down i
  5. customAfter column chromatography (silica gel, cyclohexane/EtOAc 6:1) the product is obtained as a yellow oil

出典と根拠

ORDレコード
ord-a86e204d4d5d474d9831e881edceb45e
出典データセット
uspto-grants-2007_01
特許番号
US07160882B2

反応ノート

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