Sodium Iodide → (S)-1-iodo-3-phenyl-3-propanol

HRID 355352

反応式

HRID 355352 の反応式
Cl[CH2:2][CH2:3][C@@H:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[OH:5].[I-:12].[Na+]>C(N(CC)CC)C.C(C(C)=O)C>[I:12][CH2:2][CH2:3][C@@H:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[OH:5]

参加物

5

反応物 2

HCID 5238Sodium IodideHCID 2777894(S)-(-)-3-Chloro-1-phenyl-1-propanol

生成物 1

HCID 14476876(S)-1-iodo-3-phenyl-3-propanol収率 74.9%

試薬・触媒・溶媒 2

HCID 8471Triethylamine触媒HCID 6569Methyl Ethyl Ketone溶媒

実験手順

Commercially available (S)-3-chloro-1-phenyl-1-propanol (6 g) was heated with excess sodium iodide (4 equiv., 18 g) and a few drops of triethylamine in 30 mL of methyl ethyl ketone at 100° C. for 20 h. A sample was taken and monitored by NMR to determine the extent of conversion. The solvent was removed in vacuo and the residue was taken up in dichloromethane and filtered to remove the salts and the iodoalcohol was purified by flash chromatography to yield 6.9 g of product.

後処理

  1. customThe solvent was removed in vacuo
  2. filtrationfiltered
  3. customto remove the salts
  4. customthe iodoalcohol was purified by flash chromatography

出典と根拠

ORDレコード
ord-41da37fcb6994f1e845561af2125c605
出典データセット
uspto-grants-1998_11
特許番号
US05830875

関連ノート

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