Ammonia → HCID 57126474, compound

HRID 482507Notes

Reaction equation

HRID 482507 reaction equation
[NH3:1].[C:2]12([C:12]3[CH:13]=[C:14]([C:25]#[C:26][C:27]4[CH:35]=[CH:34][C:30]([C:31](Cl)=[O:32])=[CH:29][CH:28]=4)[CH:15]=[CH:16][C:17]=3[O:18][CH2:19][O:20][CH2:21][CH2:22][O:23][CH3:24])[CH2:11][CH:6]3[CH2:7][CH:8]([CH2:10][CH:4]([CH2:5]3)[CH2:3]1)[CH2:9]2.O>C1COCC1>[C:2]12([C:12]3[CH:13]=[C:14]([C:25]#[C:26][C:27]4[CH:35]=[CH:34][C:30]([C:31]([NH2:1])=[O:32])=[CH:29][CH:28]=4)[CH:15]=[CH:16][C:17]=3[O:18][CH2:19][O:20][CH2:21][CH2:22][O:23][CH3:24])[CH2:11][CH:6]3[CH2:7][CH:8]([CH2:10][CH:4]([CH2:5]3)[CH2:3]1)[CH2:9]2

Participants

5

Reactant 3

HCID 222AmmoniaHCID 962WaterHCID 57123062HCID 57123062, compound

Product 1

HCID 57126474HCID 57126474, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

500 μl (9.1 mmol) of an aqueous ammonia solution (32%) and 20 ml of THF were introduced into a round-bottomed flask. A solution of 1.1 g (2.3 mmol) of 4-[3-(1-adamantyl)-4-methoxyethoxymethoxyphenylethynyl]benzoyl chloride dissolved in 30 ml of THF was added dropwise and stirring was carried out at room temperature for three hours. The reaction mixture was poured into water and extracted with ethyl acetate and the organic phase was separated by settling, dried over magnesium sulfate and evaporated.

Workup

  1. additionwas added dropwise
  2. extractionextracted with ethyl acetate
  3. customthe organic phase was separated
  4. dry with materialdried over magnesium sulfate
  5. customevaporated

Sources & evidence

ORD record
ord-18a985f9994845b89e59be6bb619ac60
Source dataset
uspto-grants-1998_08
Patent number
US05798354

Reaction notes

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