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Methoxymethyl-triphenylphosphonium chloride → HCID 69615387, 화합물

HRID 495526
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HRID 495526 반응식
[CH3:1][Si]([N-][Si](C)(C)C)(C)C.[K+].[Cl-].[CH3:12][O:13][CH2:14][P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.[F:34][C:35]1[CH:53]=[CH:52][CH:51]=[C:50]([F:54])[C:36]=1[CH2:37][N:38]1[C:43]([CH3:44])=[C:42](C=O)[C:41](=[O:47])[C:40]([Br:48])=[C:39]1[CH3:49]>C1(C)C=CC=CC=1.C1COCC1>[F:54][C:50]1[CH:51]=[CH:52][CH:53]=[C:35]([F:34])[C:36]=1[CH2:37][N:38]1[C:43]([CH3:44])=[C:42]([CH:1]=[CH:14][O:13][CH3:12])[C:41](=[O:47])[C:40]([Br:48])=[C:39]1[CH3:49]
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참가 물질

6

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HCID 2723798Methoxymethyl-triphenylphosphonium chlorideHCID 3251421Potassium bis(trimethylsilyl)amideHCID 223272251-(2,6-Difluorobenzyl)-2,6-dimethyl-3-bromo-5-formyl-4-pyridone

생성물 1

HCID 69615387HCID 69615387, 화합물

시약·촉매·용매 2

HCID 1140Toluene용매
HCID 8028
Tetrahydrofuran
용매
2회

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온도
-78 °C

실험 절차

KHMDS (2.4 mmol, 4.8 mL of a 0.5 M solution in toluene) was added dropwise to a vigorously stirred suspension of (methoxymethyl)triphenylphosphonium chloride (771 mg, 2.25 mmol) in anhydrous THF (8 mL), at −78° C. under N2. The resulting orange suspension was stirred at −78° C. for 45 min. Then, a solution of 1-(2,6-difluorobenzyl)-2,6-dimethyl-3-bromo-5-formyl-4-pyridone (534 mg, 1.50 mmol) in THF (8 mL) was added dropwise and the reaction was allowed to warm slowly to room temperature. After 1 h at room temperature, the reaction was quenched with an aqueous saturated solution of NaHCO3. The organics were extracted with EtOAc (50 mL), the organic layer was separated, washed with H2O and brine, dried over MgSO4, filtered and evaporated under vacuum. The crude residue was utilized in the next step. LRMS m/z 384.0 (M+−1), 386.0 (M++1).

후처리

  1. temperatureto warm slowly to room temperature
  2. waitAfter 1 h at room temperature
  3. customthe reaction was quenched with an aqueous saturated solution of NaHCO3
  4. extractionThe organics were extracted with EtOAc (50 mL)
  5. customthe organic layer was separated
  6. washwashed with H2O and brine
  7. dry with materialdried over MgSO4
  8. filtrationfiltered
  9. customevaporated under vacuum

출처 및 근거

ORD 기록
ord-900fce02e0ea45feb6eca1a3c19477d6
출처 데이터셋
uspto-grants-2005_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06939883B2

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