2-Methyl-2-butene → HCID 71185803, 화합물

HRID 1470510노트

반응식

HRID 1470510 반응식
[Cl:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[C:10]([CH:12]=[O:13])=[CH:9][CH:8]=[C:7]2[O:14][CH3:15].CC(=CC)C.[O-:21]Cl=O.[Na+]>CC(O)(C)C.O>[Cl:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[C:10]([C:12]([OH:21])=[O:13])=[CH:9][CH:8]=[C:7]2[O:14][CH3:15]

참가 물질

6

반응물 3

HCID 105532-Methyl-2-buteneHCID 23668197Sodium ChloriteHCID 86689598HCID 86689598, 화합물

생성물 1

HCID 71185803HCID 71185803, 화합물수율 80%

시약·촉매·용매 2

HCID 962Water용매HCID 6386tert-Butanol용매

실험 절차

To a mixture of 8-chloro-4-methoxy-1-naphthaldehyde (step-3 intermediate) (2.0 g, 9.06 mmol) in tBuOH (20 mL) and 2-methyl-2-butene (14.4 mL, 136.0 mmol) at 0° C. was added a solution of NaClO2 (4.1 g, 45.3 mmol) and NaH2PO4.H2O (6.3 g, 45.3 mmol) in H2O (16 mL) dropwise. The resulting solution was stirred at RT for 24 h. The solvent was evaporated and the crude mixture was basified with 10% NaOH solution and then washed with EtOAc. The aqueous layer was acidified with 1 N HCl and again extracted with EtOAc. The combined organic layer was washed with water, brine, dried (Na2SO4) and filtered. The solvent was evaporated to provide the desired acid as pale yellow solid (1.7 g, 80%).

후처리

  1. customThe solvent was evaporated
  2. washwashed with EtOAc
  3. extractionagain extracted with EtOAc
  4. washThe combined organic layer was washed with water, brine
  5. dry with materialdried (Na2SO4)
  6. filtrationfiltered
  7. customThe solvent was evaporated

출처 및 근거

ORD 기록
ord-5d34de04f95f4d37b280def752d7d506
출처 데이터셋
uspto-grants-2015_04
특허 번호
US09006442B2

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