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

HRID 1747707
ノート
印刷プレビュー

反応式

HRID 1747707 の反応式
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]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 3

HCID 679Dimethyl Sulfoxide溶媒HCID 962Water
溶媒
HCID 516892Sodium Bicarbonate溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-d54c5efb120a4c7ab73994e77517dacf
出典データセット
uspto-grants-2015_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09150583B2

反応ノート

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