Ammonium Chloride → 5-Fluoro-1-(methoxymethylidene)-2,3-dihydro-1H-indene-4-carbonitrile

HRID 2173245ノート

反応式

HRID 2173245 の反応式
[Cl-].[CH3:2][O:3][CH2:4][P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.C([Li])CCC.[F:29][C:30]1[CH:38]=[CH:37][C:36]2[C:35](=O)[CH2:34][CH2:33][C:32]=2[C:31]=1[C:40]#[N:41].[NH4+].[Cl-]>C1COCC1>[F:29][C:30]1[CH:38]=[CH:37][C:36]2[C:35](=[CH:2][O:3][CH3:4])[CH2:34][CH2:33][C:32]=2[C:31]=1[C:40]#[N:41]

参加物

6

反応物 4

HCID 25517Ammonium ChlorideHCID 2723798Methoxymethyl-triphenylphosphonium chlorideHCID 552745775-fluoro-1-oxo-2,3-dihydro-1H-indene-4-carbonitrileHCID 178418339Butyllithium

生成物 1

HCID 1317329685-Fluoro-1-(methoxymethylidene)-2,3-dihydro-1H-indene-4-carbonitrile

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a suspension of (METHOXYMETHYL)TRIPHENYLPHOSPHONIUM CHLORIDE (1.3 g, 3.8 mmol) in THF (15 ml) was dropped n-Butyl Lithium (3.85 ml, 3.85 mmol) at −20° C. The mixture was stirred for 20 minutes before a THF solution of 5-Fluoro-1-oxo-2,3-dihydro-1H-indene-4-carbonitrile (450 mg, 2.6 mmol) was added into the reaction. TLC showed some green color spot right away. The reaction was then poured into NH4Cl, extracted with EtOAc, and flashed through silica gel. LC-MS (1E, m/z): 204 [M+1]+.

後処理

  1. additionwas added into the reaction
  2. extractionextracted with EtOAc

出典と根拠

ORDレコード
ord-06ee60df70de452eaf2f11131a590465
出典データセット
uspto-grants-2015_06
特許番号
US09056859B2

反応ノート

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