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

HRID 247814

반응식

HRID 247814 반응식
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]

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 8471Triethylamine촉매HCID 6569Methyl Ethyl Ketone용매

실험 절차

Commerically 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 hours. 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.

후처리

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

출처 및 근거

ORD 기록
ord-278df93dbd6b44d1b998b0215d6a2550
출처 데이터셋
uspto-grants-1993_05
특허 번호
US05208222

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