Hydrochloric Acid → Methyl 9-hydroxyxanthene-9-carboxylate

HRID 750547

反応式

HRID 750547 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.CC(C)([O-:22])C.[K+].O=O.Cl>O1CCCC1>[OH:22][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

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 977OxygenHCID 699662methyl 9H-xanthene-9-carboxylateHCID 23665647Potassium tert-butoxide

生成物 1

HCID 12068826Methyl 9-hydroxyxanthene-9-carboxylate

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

48.05 g (0.2 mol) methyl xanthene-9-carboxylate are dissolved in 1200 mL of tetrahydrofuran and at 0° C. combined with 23.63 g (0.2 mol) of potassium tert-butoxide. Oxygen is the piped in for 2 hours at −10° C. to −5° C., then the mixture is acidified with 2 N aqueous hydrochloric acid and the majority of the solvent is distilled off. The residue remaining is extracted with ethyl acetate and water, the organic phase is extracted with aqueous Na2S2O5 solution, washed with water, and dried, and the solvent is distilled off. The product is purified by crystallization from diisopropylether and cyclohexane. Yield: 11.10 g white crystals (22% of theoretical yield)

後処理

  1. customin for 2 hours
  2. customat −10° C. to −5° C.
  3. distillationthe majority of the solvent is distilled off
  4. extractionThe residue remaining is extracted with ethyl acetate and water
  5. extractionthe organic phase is extracted with aqueous Na2S2O5 solution
  6. washwashed with water
  7. customdried
  8. distillationthe solvent is distilled off
  9. customThe product is purified by crystallization from diisopropylether and cyclohexane

出典と根拠

ORDレコード
ord-d580b756b3da4b4697e1670f33459cf0
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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