Ammonia → HCID 86651606, 화합물

HRID 1867330노트

반응식

HRID 1867330 반응식
[C:1](Cl)(Cl)=[O:2].[OH:5][C:6]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[NH:19][CH2:20][CH2:21][C:22]([NH:25][C:26](=[O:32])[O:27][C:28]([CH3:31])([CH3:30])[CH3:29])([CH3:24])[CH3:23])([CH2:10][CH2:11][CH3:12])[CH2:7][CH2:8][CH3:9].C(N(CC)CC)C.N>C1COCC1.CCOC(C)=O>[C:28]([O:27][C:26](=[O:32])[NH:25][C:22]([CH3:23])([CH3:24])[CH2:21][CH2:20][N:19]1[C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=2[C:6]([CH2:7][CH2:8][CH3:9])([CH2:10][CH2:11][CH3:12])[O:5][C:1]1=[O:2])([CH3:30])([CH3:29])[CH3:31]

참가 물질

7

반응물 4

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

생성물 1

HCID 86651606HCID 86651606, 화합물

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate용매

실험 절차

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

후처리

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

출처 및 근거

ORD 기록
ord-bb40f34fc136417cb756bfccf000e995
출처 데이터셋
uspto-grants-2009_12
특허 번호
US07632834B2

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