Formaldehyde → 2-Butyl-4-chloro-6-fluoro-5-methoxy-1-indanone

HRID 7895

反応式

HRID 7895 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([C:11](=[O:17])[CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])[CH:5]=[C:6]([F:10])[C:7]=1[O:8][CH3:9].C=O.[C:20](=O)([O-])[O-].[K+].[K+]>CO>[CH2:13]([CH:12]1[CH2:20][C:3]2[C:4](=[CH:5][C:6]([F:10])=[C:7]([O:8][CH3:9])[C:2]=2[Cl:1])[C:11]1=[O:17])[CH2:14][CH2:15][CH3:16]

参加物

5

反応物 3

HCID 712FormaldehydeHCID 11430Potassium CarbonateHCID 219909381-(3-Chloro-5-fluoro-4-methoxyphenyl)-1-hexanone

生成物 1

HCID 219908612-Butyl-4-chloro-6-fluoro-5-methoxy-1-indanone

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
50 °C

実験手順

A mixture of the crude 1-(3-chloro-5-fluoro-4-methoxyphenyl)-1-hexanone from step 1, methanol (8.7 mL), 37% aqueous formaldehyde (0.786 mL, 10.5 mmol), and potassium carbonate (1.2 g, 8.72 mmol) was stirred and heated in an oil bath at 50° C. for 7 hours. The mixture was evaporated under vacuum and the residue partitioned between EtOAc (100 mL) and water (100 mL) containing 2N HCl (10 mL). The organic phase was washed with brine (50 mL), dried over MgSO4, filtered, and evaporated under vacuum to an oil (1.86 g) consisting of predominantly 1-(3-chloro-5-fluoro-4-methoxyphenyl)-2-(methoxymethyl)-1-hexanone.

後処理

  1. customThe mixture was evaporated under vacuum
  2. customthe residue partitioned between EtOAc (100 mL) and water (100 mL)
  3. additioncontaining 2N HCl (10 mL)
  4. washThe organic phase was washed with brine (50 mL)
  5. dry with materialdried over MgSO4
  6. filtrationfiltered
  7. customevaporated under vacuum to an oil (1.86 g)

出典と根拠

ORDレコード
ord-644c4332f59e457193dc2c4b5fdfdc26
出典データセット
uspto-grants-2006_08
特許番号
US07087599B2

関連ノート

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