Phenyl chloroformate → HCID 12694096, compound

HRID 647536Notes

Reaction equation

HRID 647536 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]2[S:23][C:16]3([CH2:21][CH2:20][N:19](C)[CH2:18][CH2:17]3)[C:11]3[CH:12]=[CH:13][CH:14]=[CH:15][C:10]2=3)[CH:5]=[CH:6][C:7]=1[Cl:8].Cl[C:25]([O:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)=[O:26]>C(Cl)Cl>[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]2[S:23][C:16]3([CH2:17][CH2:18][N:19]([C:25]([O:27][C:28]4[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=4)=[O:26])[CH2:20][CH2:21]3)[C:11]3[CH:12]=[CH:13][CH:14]=[CH:15][C:10]2=3)[CH:5]=[CH:6][C:7]=1[Cl:8]

Participants

4

Reactant 2

HCID 15891Phenyl chloroformateHCID 12694080HCID 12694080, compound

Product 1

HCID 12694096HCID 12694096, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 2.5 g of 3-(3,4-dichlorophenyl)-1,3-dihydro-1'-methylspiro[benzo(c)thiophene-1,4'-piperidine], free base of Example 19, and 1.3 g of phenyl chloroformate in 30 ml of methylene chloride is stirred at ambient temperature for 16 hours. The well stirred solution is washed successively with dilute sodium hydroxide and water and then dried, effecting a crystalling product. The product is recrystallized from an acetone-pentane mixture to give fine needles, m.p. 200°-202° C. of 3-(3,4-dichlorophenyl)-1,3-dihydro-1'-phenoxycarbonylspiro[benzo(c)thiophene-1,4'-piperidine].

Workup

  1. washis washed successively with dilute sodium hydroxide and water
  2. customdried
  3. customThe product is recrystallized from an acetone-pentane mixture

Sources & evidence

ORD record
ord-f3a3f95b52ac4e0883c22f13f504f30a
Source dataset
uspto-grants-1983_10
Patent number
US04409229

Reaction notes

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