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

HRID 2232732ノート

反応式

HRID 2232732 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.C(N=CC)(C)(C)C.ClP(=O)(OCC)[O:26][CH2:27][CH3:28].C(O)(=O)C(O)=O>CCCCCC.O1CCCC1>[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:28][CH:27]=[O:26]

参加物

7

反応物 4

HCID 971Oxalic AcidHCID 13139Diethyl chlorophosphateHCID 676492,2'-DifluorobenzophenoneHCID 138901N-Ethylidene-2-methylpropan-2-amine

生成物 1

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

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 8058Hexane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.

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-3ae034e6826a4265af0cf817f1269843
出典データセット
uspto-grants-1988_11
特許番号
US04788206

反応ノート

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