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Methoxymethyl-triphenylphosphonium chloride → HCID 69615387、化合物

HRID 495526
ノート
印刷プレビュー

反応式

HRID 495526 の反応式
[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]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

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

生成物 1

HCID 69615387HCID 69615387、化合物

試薬・触媒・溶媒 2

HCID 1140Toluene溶媒
HCID 8028
Tetrahydrofuran
溶媒
2 回

反応条件

温度
-78 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-900fce02e0ea45feb6eca1a3c19477d6
出典データセット
uspto-grants-2005_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06939883B2

反応ノート

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