Hexanoic Acid → HCID 20325098, 화합물

HRID 253986노트

반응식

HRID 253986 반응식
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH:6](O)[C:7]([O:9]CC)=[O:8].C[C:14](C)(C)[C:15]([O-])([O-:17])[O-:16].C(O)(=O)CCCCC.[OH-].[Na+]>C1C2C(CCCC2)CCC1.CO>[C:7]([CH2:6][C:2]1[O:1][CH:5]=[CH:4][C:3]=1[CH2:14][C:15]([OH:17])=[O:16])([OH:9])=[O:8]

참가 물질

7

반응물 4

HCID 8892Hexanoic AcidHCID 14798Sodium HydroxideHCID 11446571Ethyl 2-(furan-2-yl)-2-hydroxyacetateHCID 21927715Trimethylorthoacetate

생성물 1

HCID 20325098HCID 20325098, 화합물

시약·촉매·용매 2

HCID 887Methanol용매HCID 7044Decalin용매2회

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온도
0 °C

실험 절차

A solution of ethyl 2-(furan-2-yl)-2-hydroxyacetate (11.05 g, 64.5 mmol), trimethylorthoacetate (29.8 mL, 387 mmol) and hexanoic acid (2 mL) in decalin (195 mL) is heated at 180° C. for 12 hours. The reaction is cooled and extracted with methanol to provide a mixture of diester and decalin. This mixture is dissolved in methanol (250 mL), cooled to 0° C., treated with 2 M NaOH (150 mL) and stirred for 12 hours. The methanol is removed and the crude reaction is extracted with ether, and the basic layer is acidified with 6 N HCl and extracted with ethyl acetate. The organic layer is washed with brine, dried and concentrated to give 2,3-di(carboxymethyl)furan.

후처리

  1. temperatureThe reaction is cooled
  2. extractionextracted with methanol
  3. customto provide
  4. customThe methanol is removed
  5. customthe crude reaction
  6. extractionis extracted with ether
  7. extractionextracted with ethyl acetate
  8. washThe organic layer is washed with brine
  9. customdried
  10. concentrationconcentrated

출처 및 근거

ORD 기록
ord-5e10e31116ef4152891b8a8e39fa05dc
출처 데이터셋
uspto-grants-2011_01
특허 번호
US07872031B2

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