2-Methyl-2-butene → HCID 71185803、化合物

HRID 1470510ノート

反応式

HRID 1470510 の反応式
[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]

参加物

6

反応物 3

HCID 105532-Methyl-2-buteneHCID 23668197Sodium ChloriteHCID 86689598HCID 86689598、化合物

生成物 1

HCID 71185803HCID 71185803、化合物収率 80%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6386tert-Butanol溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-5d34de04f95f4d37b280def752d7d506
出典データセット
uspto-grants-2015_04
特許番号
US09006442B2

反応ノート

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