Hydrochloric Acid → 2,2-Difluoro-benzo(1,3)dioxole-4-carbaldehyde

HRID 37585

반응식

HRID 37585 반응식
C([Li])CCC.CN(C)CCN(C)C.[F:14][C:15]1([F:24])[O:19][C:18]2[CH:20]=[CH:21][CH:22]=[CH:23][C:17]=2[O:16]1.CN([CH:28]=[O:29])C.Cl>C1(C)C=CC=CC=1>[CH:21]1[CH:20]=[C:18]2[O:19][C:15]([F:14])([F:24])[O:16][C:17]2=[C:23]([CH:28]=[O:29])[CH:22]=1

참가 물질

7

반응물 5

HCID 313Hydrochloric AcidHCID 6228DimethylformamideHCID 8037N,N,N',N'-TetramethylethylenediamineHCID 741032,2-Difluoro-1,3-benzodioxoleHCID 178418339Butyllithium

생성물 1

HCID 27369702,2-Difluoro-benzo(1,3)dioxole-4-carbaldehyde

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

94.0 g (272 mmol) of n-butyllithium (18.5% in toluene) are added dropwise under a nitrogen atmosphere, at from -15° to -10° C., over a period of 1.5 hours, to 29.5 g (254 mmol) of N,N,N',N'-tetramethylethylenediamine and 40.0 g (253 mmol) of 2,2-difluoro-1,3-benzodioxole in 35 ml of toluene, an orange suspension being formed. 19.7 g (270 mmol) of DMF are then metered in at from -15° to -10° C. over a period of 1/2 hour. The pale yellow suspension is poured at +10° C. onto 346 g (1.105 mol) of 11.6% aqueous hydrochloric acid and the whole is stirred for 1/2 hour to complete the reaction. The aqueous phase is separated off and the organic phase is concentrated by evaporation in a vacuum rotary evaporator at 50° C./200 mbar under nitrogen to yield the desired product.

후처리

  1. customan orange suspension being formed
  2. customthe reaction
  3. customThe aqueous phase is separated off
  4. concentrationthe organic phase is concentrated by evaporation in a vacuum rotary evaporator at 50° C./200 mbar under nitrogen

출처 및 근거

ORD 기록
ord-3eca32ec96e34b94909277e13a1f16e0
출처 데이터셋
uspto-grants-1995_05
특허 번호
US05420301

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