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

HRID 1110487노트

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HRID 1110487 반응식
[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]

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 8058Hexane용매HCID 138901N-Ethylidene-2-methylpropan-2-amine용매

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온도
85 °C

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-f5dda7a4e63d498db09664db37894cbc
출처 데이터셋
uspto-grants-1990_12
특허 번호
US04975438

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