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2-Iodoxybenzoic acid → 3-Isobutyryl-1,8-dioxaspiro[4.5]dec-3-en-2-one

HRID 1747707
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HRID 1747707 반응식
O.COC1C=C[N+]([O-])=CC=1.I(C1C=CC=CC=1C(O)=O)(=O)=O.[C:23]([CH:28]1[CH2:32][C:31]2([CH2:37][CH2:36][O:35][CH2:34][CH2:33]2)[O:30][C:29]1=[O:38])(=[O:27])[CH:24]([CH3:26])[CH3:25]>CS(C)=O.C(=O)(O)[O-].[Na+].O>[C:23]([C:28]1[C:29](=[O:38])[O:30][C:31]2([CH2:37][CH2:36][O:35][CH2:34][CH2:33]2)[CH:32]=1)(=[O:27])[CH:24]([CH3:26])[CH3:25]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 3

HCID 1087942-Iodoxybenzoic acidHCID 162122934-Methoxypyridine N-oxide hydrateHCID 667618043-Isobutyryl-1,8-dioxaspiro[4.5]decan-2-one

생성물 1

HCID 667628553-Isobutyryl-1,8-dioxaspiro[4.5]dec-3-en-2-one

시약·촉매·용매 3

HCID 679Dimethyl Sulfoxide용매HCID 962Water
용매
HCID 516892Sodium Bicarbonate용매

실험 절차

2.16 g 4-Methoxypyridine-1-oxide hydrate and 5.57 g 2-iodoxybenzoic acid (45 wt-%) are suspended in 20 ml dimethylsulfoxide and stirred for 20 minutes until all material has dissolved. Then 3.0 g 3-isobutyryl-1,8-dioxaspiro[4.5]decan-2-one are added and the mixture is stirred for 24 hours. The mixture is diluted with saturated solution of sodium bicarbonate in water and the formed precipitate is filtered off. The mother liquour is extracted for three times with ethylacetate. The combined organic phases are dried with sodium sulphate and the solvents are evaporated in vacuo. The residue is chromatographed on silica gel (petrole ether/ethylacetate 100:0 to 40:60).

후처리

  1. dissolutionhas dissolved
  2. stirringthe mixture is stirred for 24 hours
  3. filtrationthe formed precipitate is filtered off
  4. extractionThe mother liquour is extracted for three times with ethylacetate
  5. dry with materialThe combined organic phases are dried with sodium sulphate
  6. customthe solvents are evaporated in vacuo
  7. customThe residue is chromatographed on silica gel (petrole ether/ethylacetate 100:0 to 40:60)

출처 및 근거

ORD 기록
ord-d54c5efb120a4c7ab73994e77517dacf
출처 데이터셋
uspto-grants-2015_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09150583B2

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