Phenyl chloroformate → HCID 70577728, compound

HRID 1414568Notes

Reaction equation

HRID 1414568 reaction equation
Cl[C:2]([O:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:3].C[N:12]1[CH2:17][CH2:16][C:15]2([C:30]3[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=3[O:24][C:23]3[C:18]2=[CH:19][CH:20]=[CH:21][CH:22]=3)[CH2:14][CH2:13]1>C(Cl)Cl>[O:4]([C:2]([N:12]1[CH2:13][CH2:14][C:15]2([C:18]3[CH:19]=[CH:20][CH:21]=[CH:22][C:23]=3[O:24][C:25]3[C:30]2=[CH:29][CH:28]=[CH:27][CH:26]=3)[CH2:16][CH2:17]1)=[O:3])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1

Participants

4

Reactant 2

HCID 15891Phenyl chloroformateHCID 14570248HCID 14570248, compound

Product 1

HCID 70577728HCID 70577728, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of phenyl chloroformate (8 ml.) in methylene chloride (75 ml.) is added dropwise with stirring to a solution of 1'-methylxanthene-9-spiro-4'-piperidine (17.0 g.) in methylene chloride (200 ml.) at 5° C. The mixture is allowed to reach room temperature and stirred overnight. The mixture is washed successively with 3N sodium hydroxide solution, 3N hydrochloric acid and water, dried (MgS04) and the methylene chloride evaporated to dryness. The gummy residue is crystallised from methanol to give 1'-phenoxycarbonylxanthene-9-spiro-4'-piperidine, m.p. 105°-107° C.

Workup

  1. customto reach room temperature
  2. washThe mixture is washed successively with 3N sodium hydroxide solution, 3N hydrochloric acid and water
  3. customdried (MgS04)
  4. customthe methylene chloride evaporated to dryness
  5. customThe gummy residue is crystallised from methanol

Sources & evidence

ORD record
ord-c4cbf0a97763474081083b0a6ea0a463
Source dataset
uspto-grants-1977_01
Patent number
US04001419

Reaction notes

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