Ethyl Bromide → Methyl 9-ethylxanthene-9-carboxylate

HRID 750550

反応式

HRID 750550 の反応式
[CH:1]1[C:14]2[CH:13]([C:15]([O:17][CH3:18])=[O:16])[C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[O:6][C:5]=2[CH:4]=[CH:3][CH:2]=1.[CH3:19][C:20](C)([O-])C.[K+].BrCC>O1CCCC1>[CH2:19]([C:13]1([C:15]([O:17][CH3:18])=[O:16])[C:14]2[CH:1]=[CH:2][CH:3]=[CH:4][C:5]=2[O:6][C:7]2[C:12]1=[CH:11][CH:10]=[CH:9][CH:8]=2)[CH3:20]

参加物

5

反応物 3

HCID 6332Ethyl BromideHCID 699662methyl 9H-xanthene-9-carboxylateHCID 23665647Potassium tert-butoxide

生成物 1

HCID 68962313Methyl 9-ethylxanthene-9-carboxylate

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

10.0 g (0.042 mol) of methyl 9-xanthenecarboxylate (obtainable according to step 1.1.a) are dissolved in 100 mL of tetrahydrofuran and combined batchwise with 5.16 g (0.044 mol) of potassium tert-butoxide while cooling. Then at about 18° C. to 22° C., 6.296 mL (0.083 mol) of bromoethane are added dropwise; after it has all been added, the mixture is stirred for about 1.5 hours at ambient temperature. The precipitate formed is suction filtered and the solvent is removed by distillation. The residue remaining is taken up in diethyl ether and extracted with water. The organic phase is dried over magnesium sulfate and the solvent is removed by distillation. The crude product obtained is used in the next step without any further purification. Yield: 7.92 g of yellow oil (70% of theoretical yield).

後処理

  1. temperaturewhile cooling
  2. additionall been added
  3. customThe precipitate formed
  4. filtrationfiltered
  5. customthe solvent is removed by distillation
  6. extractionextracted with water
  7. dry with materialThe organic phase is dried over magnesium sulfate
  8. customthe solvent is removed by distillation

出典と根拠

ORDレコード
ord-d4816aa31f8c4b9b84fc990dd7d05bb4
出典データセット
uspto-grants-2008_07
特許番号
US07405224B2

関連ノート

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