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Hydrochloric Acid → HCID 21317568、化合物

HRID 1833487
ノート
印刷プレビュー

反応式

HRID 1833487 の反応式
[H-].[Na+].[CH3:3][O:4][C:5](=[O:21])[CH:6]([S:17]([CH3:20])(=[O:19])=[O:18])[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]([O:15][CH3:16])=[O:14].[H][H].I[CH2:25][CH2:26][CH2:27][CH:28]([O:41][C:42](=[O:44])[CH3:43])[CH2:29][O:30][C:31]1[CH:36]=[CH:35][CH:34]=[C:33]([C:37]([F:40])([F:39])[F:38])[CH:32]=1.Cl>CN(C)C=O.O.CCOCC>[CH3:20][S:17]([C:6]([C:5]([O:4][CH3:3])=[O:21])([CH2:25][CH2:26][CH2:27][CH:28]([O:41][C:42](=[O:44])[CH3:43])[CH2:29][O:30][C:31]1[CH:36]=[CH:35][CH:34]=[C:33]([C:37]([F:39])([F:40])[F:38])[CH:32]=1)[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]([O:15][CH3:16])=[O:14])(=[O:19])=[O:18]
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

9

反応物 5

HCID 313Hydrochloric AcidHCID 24758Sodium hydrideHCID 21317577HCID 21317577、化合物HCID 54054723Dimethyl-2-methylsulfonylazelateHCID 178418361HCID 178418361、化合物

生成物 1

HCID 21317568HCID 21317568、化合物収率 88%

試薬・触媒・溶媒 3

HCID 962Water溶媒
HCID 3283Diethyl Ether溶媒
HCID 6228Dimethylformamide溶媒3 回

反応条件

温度
5 °C

実験手順

A 50% oil dispersion of sodium hydride (2.11 g., 0.044 mole) in mineral oil is washed with petroleum ether and then suspended in dry dimethylformamide (30 ml.) under a nitrogen atmosphere at room temperature. To this suspension is added a solution of dimethyl-2-methylsulfonyl-azelate (11.8 g., 0.04 mole) in dry dimethylformamide (30 ml.). After the evolution of hydrogen is completed, the mixture is cooled to 5° C. in an ice bath and a solution of 1-iodo-4-acetoxy-5-(3-trifluoromethylphenoxy)pentane (18.3 g., 0.044 mole) in dry dimethylformamide (30 ml.) is added dropwise. After 48 hours, ether is added to the reaction mixture to precipitate sodium iodide which is removed by filtration. The filtrate is concentrated in vacuo to give a residue which is diluted with water, acidified with 6N hydrochloric acid, an extracted with ether. The ether extracts are washed with water until neutral, dried over anhydrous magnesium sulfate, and concentrated in vacuo to give the title compound (20.5 g., 0.035 mole, 88%).

後処理

  1. customto precipitate sodium iodide which
  2. customis removed by filtration
  3. concentrationThe filtrate is concentrated in vacuo
  4. customto give a residue which
  5. extractionan extracted with ether
  6. washThe ether extracts are washed with water until neutral,
  7. dry with materialdried over anhydrous magnesium sulfate
  8. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-1a74a6fda13343da89fa0b240a2e6eea
出典データセット
uspto-grants-1978_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04066675

反応ノート

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