Oxalic Acid → 3,3-Bis(2-fluorophenyl)-2-propenal

HRID 1110487ノート

反応式

HRID 1110487 の反応式
[F:1][C:2]1[CH:16]=[CH:15][CH:14]=[CH:13][C:3]=1[C:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[F:12])=O.ClP(=O)(OCC)[O:19][CH2:20][CH3:21].O1CCCC1.C(O)(=O)C(O)=O>CCCCCC.C(N=CC)(C)(C)C>[F:1][C:2]1[CH:16]=[CH:15][CH:14]=[CH:13][C:3]=1[C:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[F:12])=[CH:21][CH:20]=[O:19]

参加物

7

反応物 4

HCID 971Oxalic AcidHCID 8028TetrahydrofuranHCID 13139Diethyl chlorophosphateHCID 676492,2'-Difluorobenzophenone

生成物 1

HCID 143472273,3-Bis(2-fluorophenyl)-2-propenal

試薬・触媒・溶媒 2

HCID 8058Hexane溶媒HCID 138901N-Ethylidene-2-methylpropan-2-amine溶媒

反応条件

温度
85 °C

実験手順

The compound was prepared according to the procedure described in Example 84. The following reagents were used: 2,2'-difluorobenzophenone (6.0 g) diisopropylamine (28.8 mL) 1.6M n-butyl lithium in hexane (129 mL), acetaldehyde N-tert-butylimine (13.2 mL). diethyl chlorophosphonate (14.85 mL) and tetrahydrofurane (100 mL). The reaction was worked up in the usual manner, with the exception that the oxalic acid catalyzed hydrolysis was slow and it was necessary to heat the mixture to 85° C. for one hour to complete the conversion. The crude product (5.8 g), obtained as an orange oil, was crystallized from hexane to give 4.6 g of 3,3-bis(2-fluorophenyl)-2-propenal mp 75°-77.° C. Anal. Calculated for : C15H10F2O: C. 73.76; H, 4.13; F, 15.56 Found: C, 73.32; H, 4.27; F, 15.74.

後処理

  1. customThe compound was prepared
  2. customhydrolysis
  3. customThe crude product (5.8 g), obtained as an orange oil
  4. customwas crystallized from hexane

出典と根拠

ORDレコード
ord-f5dda7a4e63d498db09664db37894cbc
出典データセット
uspto-grants-1990_12
特許番号
US04975438

反応ノート

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