Pyridine → HCID 54344752, compound

HRID 1900082Notes

Reaction equation

HRID 1900082 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]2)=[CH:4][CH:3]=1.N1C=CC=CC=1.Cl[C:22]([O:24][CH2:25][CH3:26])=[O:23]>C(Cl)Cl>[CH:8]1([C:5]2[CH:6]=[CH:7][C:2]([NH:1][C:22](=[O:23])[O:24][CH2:25][CH3:26])=[CH:3][CH:4]=2)[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1

Participants

5

Reactant 3

HCID 1049PyridineHCID 10928Ethyl chloroformateHCID 15933351HCID 15933351, compound

Product 1

HCID 54344752HCID 54344752, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

6.81 g (36.0 mmol) of 4-aminophenyl-cycloheptane were dissolved in 60 ml of methylene chloride and treated with 3.13 g (39.6 mmol) of pyridine. The reaction mixture was treated dropwise at room temperature while stirring with a solution of 4.3 g (39.6 mmol) of ethyl chloroformate in 15 ml of methylene chloride. After 2 hours the mixture was washed with water and the organic phase was dried over sodium sulfate, filtered and evaporated. The ethyl 4-cycloheptylphenyl-carbamate distilled at 165°-170° and 0.3 mbar.

Workup

  1. additionThe reaction mixture was treated dropwise at room temperature
  2. washAfter 2 hours the mixture was washed with water
  3. dry with materialthe organic phase was dried over sodium sulfate
  4. filtrationfiltered
  5. customevaporated
  6. distillationThe ethyl 4-cycloheptylphenyl-carbamate distilled at 165°-170°

Sources & evidence

ORD record
ord-ee453325cd2244338b47008b587e0ad8
Source dataset
uspto-grants-1996_11
Patent number
US05574055

Reaction notes

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