Triethylamine → HCID 70578137, compound

HRID 2286894Notes

Reaction equation

HRID 2286894 reaction equation
[CH:1]1([C:4](Cl)=[O:5])[CH2:3][CH2:2]1.[CH3:7][O:8][C:9]1[C:14]2[O:15][C:16]3[C:21]([C:22]4([CH2:27][CH2:26][NH:25][CH2:24][CH2:23]4)[C:13]=2[CH:12]=[CH:11][CH:10]=1)=[CH:20][CH:19]=[CH:18][CH:17]=3.C(N(CC)CC)C>C(Cl)Cl>[CH:1]1([C:4]([N:25]2[CH2:26][CH2:27][C:22]3([C:13]4[CH:12]=[CH:11][CH:10]=[C:9]([O:8][CH3:7])[C:14]=4[O:15][C:16]4[C:21]3=[CH:20][CH:19]=[CH:18][CH:17]=4)[CH2:23][CH2:24]2)=[O:5])[CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 77637Cyclopropanecarbonyl chlorideHCID 70576880HCID 70576880, compound

Product 1

HCID 70578137HCID 70578137, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of cyclopropane carboxylic acid chloride (1.2 ml.) in methylene chloride (10 ml.) is added dropwise with stirring to a mixture of 4-methoxyxanthene-9-spiro-4'-piperidine (2.0 g.) and triethylamine (1.6 ml.) in methylene chloride (40 ml.) at 5° C. The mixture is allowed to reach room temperature and stirred overnight. The mixture is washed with 3 N hydrochloric acid, 3 N sodium hydroxide solution and water, dried MgSO4 and the methylene chloride evaporated to dryness, to give 1'-cyclopropylcarbonyl-4-methoxyxanthene-9-spiro-4'-piperidine (I.R. amide band 1620 cm.-1 ; t.l.c.--single spot) which is used without further purification.

Workup

  1. customto reach room temperature
  2. washThe mixture is washed with 3 N hydrochloric acid, 3 N sodium hydroxide solution and water, dried MgSO4
  3. customthe methylene chloride evaporated to dryness

Sources & evidence

ORD record
ord-bb1c8b61dd2b4d5799db14e7eb5194e7
Source dataset
uspto-grants-1981_05
Patent number
US04268514

Reaction notes

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