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Sodium Iodide → 10-Iododecanoic acid

HRID 1024534
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HRID 1024534 반응식
Br[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][C:11]([OH:13])=[O:12].[I-:14].[Na+]>CC(C)=O>[I:14][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][C:11]([OH:13])=[O:12]
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참가 물질

4

반응물 2

HCID 5238Sodium IodideHCID 14271210-Bromodecanoic Acid

생성물 1

HCID 1267197910-Iododecanoic acid수율 98%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

To a mechanically stirred solution of 10-bromodecanoic acid (50 g, 0.2 mol) in 1 L of acetone under nitrogen was added sodium iodide (238.7 g, 1.59 mol) and the resulting heterogeneous reaction mixture was allowed to stir at room temperature for 18 h. The thick reaction mixture was filtered through a pad of Celite 521, concentrated in vacuo to one-fifth volume and diluted with 1 L of brine. This was extracted with 4×250 mL of hexanes. The combined organic extracts were washed with 2×250 mL of freshly prepared 10% aqueous sodium thiosulfate, dried over sodium sulfate, concentrated in vacuo and vacuum dried to give iodo acid 2 (57.5 g, 98%) as a white solid:

후처리

  1. filtrationThe thick reaction mixture was filtered through a pad of Celite 521
  2. concentrationconcentrated in vacuo to one-fifth volume
  3. additiondiluted with 1 L of brine
  4. extractionThis was extracted with 4×250 mL of hexanes
  5. washThe combined organic extracts were washed with 2×250 mL of freshly prepared 10% aqueous sodium thiosulfate
  6. dry with materialdried over sodium sulfate
  7. concentrationconcentrated in vacuo and vacuum
  8. customdried

출처 및 근거

ORD 기록
ord-e8ae99eb60e44b299d62596450b4ab49
출처 데이터셋
uspto-grants-2014_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08722910B2

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