Tetrahydrofuran → HCID 53869832, compound

HRID 373947Notes

Reaction equation

HRID 373947 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH2:11][O:12][C:13]1[CH:28]=[CH:27][C:16]([CH2:17]C2C=CC(C(Cl)=O)=CC=2)=[CH:15][CH:14]=1.[OH-].[NH4+:30].[O:31]1[CH2:35][CH2:34][CH2:33][CH2:32]1>>[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH2:11][O:12][C:13]1[CH:28]=[CH:27][C:16]([CH:17]=[CH:4][C:3]2[CH:2]=[CH:11][C:34]([C:35]([NH2:30])=[O:31])=[CH:33][CH:32]=2)=[CH:15][CH:14]=1

Participants

4

Reactant 3

HCID 8028TetrahydrofuranHCID 14923Ammonium HydroxideHCID 19856159HCID 19856159, compound

Product 1

HCID 53869832HCID 53869832, compound

Procedure

A solution of 4-(4-(2-quinolinylmethyloxy)benzyl) benzoyl chloride (0.05 mol) in tetrahydrofuran (300 ml) is added to a concentrated ammonium hydroxide (25 ml) solution and the reaction stirred overnight. The reaction mixture is evaporated and partitioned between ethyl acetate and water. The ethyl acetate fraction is dried and evaporated to give 4-(4-(2-quinolinylmethyloxy)styryl)benzamide.

Workup

  1. customThe reaction mixture is evaporated
  2. custompartitioned between ethyl acetate and water
  3. dry with materialThe ethyl acetate fraction is dried
  4. customevaporated

Sources & evidence

ORD record
ord-d0a6b25248a540af81fed90eab60567a
Source dataset
uspto-grants-1992_11
Patent number
US05166210

Reaction notes

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