Water → HCID 178468872、化合物

HRID 1035707ノート

反応式

HRID 1035707 の反応式
[O:1]1[C:3]2([CH2:8][CH2:7][CH:6]([C:9]3[CH:19]=[CH:18][C:12]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[CH:11][CH:10]=3)[CH2:5][CH2:4]2)[CH2:2]1.B(F)(F)F.CCOCC.O>ClCCl>[CH:2]([C@H:3]1[CH2:8][CH2:7][C@H:6]([C:9]2[CH:10]=[CH:11][C:12]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[CH:18][CH:19]=2)[CH2:5][CH2:4]1)=[O:1]

参加物

5

反応物 3

HCID 962WaterHCID 8000Boron trifluoride etherate2 回HCID 86662113Ethyl 4-(1-oxaspiro[2.5]oct-6-yl)benzoate

生成物 1

HCID 178468872HCID 178468872、化合物収率 45.7%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

1.4 g of ethyl 4-(1-oxaspiro[2.5]oct-6-yl)benzoate (5.38 mmol, 1.4 eq.) are placed in 40 mL of dichloromethane at 4° C. 0.229 g of boron trifluoride etherate (1.61 mmol, 0.3 eq.) is added with stirring. After 2 hours, 0.153 g of boron trifluoride etherate (1.07 mmol, 0.2 eq.) is added. After 1 hour, water is added and the reaction medium is extracted three times with dichloromethane. The organic phases are combined and washed successively with saturated aqueous sodium hydrogen carbonate solution and water. The organic phase is dried over sodium sulfate and evaporated. The residue is chromatographed on silica gel with an 88/10/2 mixture of heptane/ethyl acetate/methanol. 0.64 g of ethyl trans-4-(4-formylcyclohexyl)benzoate is obtained.

後処理

  1. waitAfter 1 hour
  2. extractionthe reaction medium is extracted three times with dichloromethane
  3. washwashed successively with saturated aqueous sodium hydrogen carbonate solution and water
  4. dry with materialThe organic phase is dried over sodium sulfate
  5. customevaporated
  6. customThe residue is chromatographed on silica gel with an 88/10/2 mixture of heptane/ethyl acetate/methanol

出典と根拠

ORDレコード
ord-1dec5afe689e4f9a80102dbc984cf48d
出典データセット
uspto-grants-2013_10
特許番号
US08546391B2

反応ノート

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