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Potassium Carbonate → HCID 68525779、化合物

HRID 2221306
ノート
印刷プレビュー

反応式

HRID 2221306 の反応式
CC1(C)O[C@@H](COS([C:12]2[CH:17]=[CH:16][C:15]([CH3:18])=[CH:14][CH:13]=2)(=O)=O)CO1.[C:20]1([S:26]([C:29]2[CH:34]=[CH:33][C:32]([OH:35])=[C:31]([Br:36])[CH:30]=2)(=[O:28])=[O:27])[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.C(=O)([O-])[O-:38].[K+].[K+]>C(#N)C.C(OCC)(=O)C>[C:20]1([S:26]([C:29]2[CH:34]=[CH:33][C:32]([O:35][CH2:13][C@@H:12]3[CH2:17][CH2:16][C:15]([CH3:18])([CH3:14])[O:38]3)=[C:31]([Br:36])[CH:30]=2)(=[O:27])=[O:28])[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=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 3

HCID 11430Potassium CarbonateHCID 6993835(R)-(-)-2,2-Dimethyl-1,3-dioxolan-4-ylmethyl p-ToluenesulfonateHCID 597108924-Benzenesulfonyl-2-bromo-phenol

生成物 1

HCID 68525779HCID 68525779、化合物

試薬・触媒・溶媒 2

HCID 6342Acetonitrile溶媒HCID 8857Ethyl Acetate
溶媒

実験手順

Toluene-4-(R)-sulfonic acid 2,2-dimethyl-[1,3]dioxolan-4-yl-methyl ester (0.99 g; 0.003 mol) was added to a suspension of 4-benzenesulfonyl-2-bromo-phenol (0.91 g; 0.003 mol, prepared by the procedure of Sung-Eun et al. as described in Example 1) and potassium carbonate (0.88 g; 0.0006 mol) in acetonitrile (4 mL). The mixture was heated under reflux for 72 hours. After cooling to ambient temperature the mixture was diluted with ethyl acetate, filtered, washed with water and saturated sodium bicarbonate, dried (Na2SO4) and concentrated in vacuo. The crude material was purified by crystallization from diethyl ether-hexane to give 4-(S)-(4-benzenesulfonyl-2-bromo-phenoxymethyl)-2,2-dimethy-[3,3]dioxolan as a white crystalline (1.41 g; 84%). Mp. 115.8-118.5° C., [α]=+20.2° (methanol; c=1).

後処理

  1. custom0.003 mol, prepared by the procedure of Sung-Eun et al.
  2. temperatureThe mixture was heated
  3. temperatureunder reflux for 72 hours
  4. filtrationfiltered
  5. washwashed with water and saturated sodium bicarbonate
  6. dry with materialdried (Na2SO4)
  7. concentrationconcentrated in vacuo
  8. customThe crude material was purified by crystallization from diethyl ether-hexane

出典と根拠

ORDレコード
ord-5fafdc668f344fffa57050e304a6c781
出典データセット
uspto-grants-2008_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07368567B2

反応ノート

読み込み中…

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