Ethyl chloroformate → HCID 21876635, compound

HRID 723748Notes

Reaction equation

HRID 723748 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([N:9]2[CH2:18][CH2:17][C:12]3([O:16][CH2:15][CH2:14][O:13]3)[CH2:11][CH2:10]2)=[C:6]([F:8])[CH:7]=1.Cl[C:20]([O:22][CH2:23][CH3:24])=[O:21]>N1C=CC=CC=1>[CH2:23]([O:22][C:20]([NH:1][C:2]1[CH:3]=[CH:4][C:5]([N:9]2[CH2:18][CH2:17][C:12]3([O:16][CH2:15][CH2:14][O:13]3)[CH2:11][CH2:10]2)=[C:6]([F:8])[CH:7]=1)=[O:21])[CH3:24]

Participants

4

Reactant 2

HCID 10928Ethyl chloroformateHCID 21876572HCID 21876572, compound

Product 1

HCID 21876635HCID 21876635, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

5-Amino-2-(1,4-dioxa-8-azaspiro[4,5]dec-8-yl)fluorobenzene (19.26 g, 0.076 M), was dissolved in dry pyridine (75 ml) and cooled under nitrogen with stirring to 0°. Ethyl chloroformate (9.08, 0.084 M) was added dropwise, and the mixture stirred 30 minutes at the same temperature. Ice-water (300 ml) was added, and stirring continued for 1 hour. The resulting precipitate was collected, washed thoroughly with water, and dried, to give the desired product of sufficient quality for use without purification (20.5 g).

Workup

  1. temperaturecooled under nitrogen
  2. stirringthe mixture stirred 30 minutes at the same temperature
  3. stirringstirring
  4. customThe resulting precipitate was collected
  5. washwashed thoroughly with water
  6. customdried

Sources & evidence

ORD record
ord-895f1647739346e4b107d3cb15e890db
Source dataset
uspto-grants-2006_11
Patent number
US07141583B2

Reaction notes

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