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Tetrahydrofuran → 4-((3,4-Dichlorophenoxy)methyl)-2,5-difluoro-N-(methylsulfonyl)benzamide Diethylamine salt

HRID 508409
ノート
印刷プレビュー

反応式

HRID 508409 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([CH:18]=[CH:19][C:20]=1[Cl:21])[O:5][CH2:6][C:7]1[C:15]([F:16])=[CH:14][C:10]([C:11]([NH2:13])=[O:12])=[C:9]([F:17])[CH:8]=1.C[Si](C)(C)[N-][Si](C)(C)C.[Li+].[CH3:32][S:33](Cl)(=[O:35])=[O:34].[CH2:37]1COC[CH2:38]1>CCOC(C)=O>[CH2:37]([NH:13][CH2:11][CH3:10])[CH3:38].[Cl:1][C:2]1[CH:3]=[C:4]([CH:18]=[CH:19][C:20]=1[Cl:21])[O:5][CH2:6][C:7]1[C:15]([F:16])=[CH:14][C:10]([C:11]([NH:13][S:33]([CH3:32])(=[O:35])=[O:34])=[O:12])=[C:9]([F:17])[CH:8]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 8028Tetrahydrofuran2 回HCID 31297Methanesulfonyl chlorideHCID 2733832Lithium hexamethyldisilazaneHCID 666672344-((3,4-Dichlorophenoxy)methyl)-2,5-difluorobenzamide

生成物 1

HCID 866825554-((3,4-Dichlorophenoxy)methyl)-2,5-difluoro-N-(methylsulfonyl)benzamide Diethylamine salt

試薬・触媒・溶媒 1

HCID 8857
Ethyl Acetate
溶媒

実験手順

To 4-((3,4-dichlorophenoxy)methyl)-2,5-difluorobenzamide (Preparation 24, 60 mg, 0.18 mmol) in THF (2 mL) was added a THF solution of lithium hexamethyldisilazide (1 M, 0.362 mL, 0.362 mmol) over 2 minutes. After stirring for 15-20 minutes, methanesulphonyl chloride (0.028 mL, 0.362 mmol) was added and the solution was stirred for 18 hours at room temperature. The reaction mixture was then diluted with EtOAc and washed twice with water. The organic layer was dried over sodium sulphate and evaporated to yield a yellow oil (65 mg), which was purified by preparative HPLC to yield the title compound.

後処理

  1. stirringthe solution was stirred for 18 hours at room temperature
  2. washwashed twice with water
  3. dry with materialThe organic layer was dried over sodium sulphate
  4. customevaporated

出典と根拠

ORDレコード
ord-a7e8aa6f166f4cfabc63cf03e31ef5aa
出典データセット
uspto-grants-2015_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09096500B2

反応ノート

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