Dimethylformamide → HCID 86629083, 화합물

HRID 500070

반응식

HRID 500070 반응식
C[C:2]([CH3:5])([O-])[CH3:3].[K+].O=[C:8]1[CH2:13][CH2:12][CH:11]([NH:14][C:15](=[O:21])[O:16][C:17]([CH3:20])([CH3:19])[CH3:18])[CH2:10][CH2:9]1.[Cl-].[NH4+].[CH3:24]N(C)C=O>[Br-].C([P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)CCC>[CH:24](=[C:8]1[CH2:13][CH2:12][CH:11]([NH:14][C:15](=[O:21])[O:16][C:17]([CH3:20])([CH3:19])[CH3:18])[CH2:10][CH2:9]1)[CH2:3][CH2:2][CH3:5]

참가 물질

6

반응물 4

HCID 6228Dimethylformamide2회HCID 25517Ammonium ChlorideHCID 1512535tert-butyl N-(4-oxocyclohexyl)carbamateHCID 23665647Potassium tert-butoxide

생성물 1

HCID 86629083HCID 86629083, 화합물

시약·촉매·용매 1

HCID 159628Butyltriphenylphosphonium bromide촉매

실험 절차

To a mixture of potassium t-butoxide (2.05 g) and anhydrous N,N-dimethylformamide (60 ml) was added butyltriphenylphosphonium bromide (7.30 g) at room temperature. The mixture was stirred for 15 minutes and then a solution of t-butyl 4-oxocyclohexylcarbamate (1.30 g) in N,N-dimethylformamide (10 ml) was added to the mixture. The reaction mixture was stirred at room temperature overnight and then saturated aqueous ammonium chloride was added to the mixture. The mixture was extracted with toluene, and the organic layer was washed with brine, dried over sodium sulfate, and then the solvent was removed in vacuo. After diethyl ether was added to the residue, the precipitate was filtered off and then the filtrate was concentrated under reduced pressure. The residue was purified by a silica gel chromatography (eluent: gradient from 100% hexane/0% ethyl acetate to 0% hexane/100% ethyl acetate) to give 1.40 g of t-butyl (4-butylidenecyclohexyl)carbamate.

후처리

  1. stirringThe reaction mixture was stirred at room temperature overnight
  2. extractionThe mixture was extracted with toluene
  3. washthe organic layer was washed with brine
  4. dry with materialdried over sodium sulfate
  5. customthe solvent was removed in vacuo
  6. additionAfter diethyl ether was added to the residue
  7. filtrationthe precipitate was filtered off
  8. concentrationthe filtrate was concentrated under reduced pressure
  9. customThe residue was purified by a silica gel chromatography (eluent: gradient from 100% hexane/0% ethyl acetate to 0% hexane/100% ethyl acetate)

출처 및 근거

ORD 기록
ord-1fa0f1a583cb4d2886f66a95cb1ac0bd
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07767854B2

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