Hydrochloric Acid → Methyl 9-hydroxyxanthene-9-carboxylate

HRID 750547

반응식

HRID 750547 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

HCID 12068826Methyl 9-hydroxyxanthene-9-carboxylate

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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)

후처리

  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

출처 및 근거

ORD 기록
ord-d580b756b3da4b4697e1670f33459cf0
출처 데이터셋
uspto-grants-2008_07
특허 번호
US07405224B2

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