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Triacetoxyperiodinane → HCID 86635909、化合物

HRID 561783
ノート
印刷プレビュー

反応式

HRID 561783 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][O:10][CH3:11])=[CH:4][C:3]=1[CH2:12][OH:13].CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O>C(Cl)Cl>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][O:10][CH3:11])=[CH:4][C:3]=1[CH:12]=[O:13]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 159087TriacetoxyperiodinaneHCID 66761660HCID 66761660、化合物

生成物 1

HCID 86635909HCID 86635909、化合物

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of [2-chloro-5-(2-methoxyethyl)phenyl]methanol from the previous step (I eq.) in CH2Cl2 (0.4 M) was added Dess-Martin periodinane (1.2 eq.) portionwise. The resulting suspension was stirred at RT for 2 h. The reaction was quenched with sat. aq. NaHCO3 and sat. aq. NaHSO3. The biphasic mixture was allowed to stir at RT for 20 min before it was extracted with CH2Cl2. The combined organic extracts were washed with brine, dried over MgSO4 and filtered. Concentration of the filtrate in vacuo afforded a colorless oil. Purification of the crude product thus obtained by way of flash chromatography (SiO2, Hex→9:1 (v/v) Hex:EtOAc) afforded the title compound as a colorless oil.

後処理

  1. customThe reaction was quenched with sat. aq. NaHCO3 and sat. aq. NaHSO3
  2. stirringto stir at RT for 20 min before it
  3. extractionwas extracted with CH2Cl2
  4. washThe combined organic extracts were washed with brine
  5. dry with materialdried over MgSO4
  6. filtrationfiltered
  7. customConcentration of the filtrate in vacuo afforded a colorless oil
  8. customPurification of the crude product
  9. customthus obtained by way of flash chromatography (SiO2, Hex→9:1 (v/v) Hex:EtOAc)

出典と根拠

ORDレコード
ord-0ad744cab55542d8843b2214dd4c64cf
出典データセット
uspto-grants-2011_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08063105B2

反応ノート

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