Peracetic Acid → 34748-97-5

HRID 2260936ノート

反応式

HRID 2260936 の反応式
[CH:1]1[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH:10]=[CH:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH:2]=1.C([O-])(=[O:19])C.[Na+].C1=CCCCCCCC=CCCCCCC1.C1=CCCCCCCC=CCCCCCC1.C1=CCCCCCCC=CCCCCCC1.C(OO)(=O)C.C12OC1CCCCCCC=CCCCCCC2.C12OC1CCCCCCC=CCCCCCC2>C(Cl)Cl>[CH:1]12[O:19][CH:16]1[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH:9]=[CH:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]2

参加物

10

反応物 8

HCID 6585Peracetic AcidHCID 517045Sodium AcetateHCID 534870trans,trans-1,9-CyclohexadecadieneHCID 5362807(1E,9E)-cyclohexadeca-1,9-dieneHCID 60330601,9-Cyclohexadecadiene, (E,Z)-HCID 1983853617-Oxabicyclo[14.1.0]heptadec-8-ene2 回HCID 441481964277-06-9HCID 5684187934748-97-52 回

生成物 1

HCID 5423085934748-97-5

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

反応条件

温度
0 °C

実験手順

10 g 1,9-cyclohexadecadiene of the following composition are added to a solution of 14.1 g sodium acetate in 75 ml methylene chloride and the mixture is cooled to 0° C.: (Z,Z)-1,9-cyclohexadecadiene 18%, (E,Z)-1,9-cyclohexadecadiene 54%, (E,E)-1,9-cyclohexadecadiene 28%. 8.6 g peracetic acid (40% strength) in 15 ml methylene chloride are slowly added dropwise at this temperature and the mixture is subsequently stirred for three hours at 0° C. The reaction solution is poured on to ice-water and extracted once with methylene chloride. The combined organic phases are washed with saturated NaCl solution and subsequently dried with magnesium sulfate, and after removal of the solvent 9.0 g of crude product are obtained. After purification by chromatography with ethyl acetate/cyclohexane, a product having the following composition is obtained: (E)-17-oxabicyclo[14.1.0]heptadec-8-ene (1) 33%, (E)-17-oxabicyclo[14.1.0]heptadec-8-ene (2) 28%, (Z)-17-oxabicyclo[14.1.0]heptadec-8-ene (3) 21%, (Z)-17-oxabicyclo[14.1.0]heptadec-8-ene (4) 18%.

後処理

  1. extractionextracted once with methylene chloride
  2. washThe combined organic phases are washed with saturated NaCl solution
  3. dry with materialsubsequently dried with magnesium sulfate
  4. customafter removal of the solvent 9.0 g of crude product
  5. customare obtained
  6. customAfter purification by chromatography with ethyl acetate/cyclohexane
  7. customis obtained

出典と根拠

ORDレコード
ord-3ea3f627ac084da6bafffe4eb0b664e5
出典データセット
uspto-grants-2010_12
特許番号
US07846886B2

反応ノート

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