Phenyl chloroformate → HCID 12694096, compound

HRID 1248509Notes

Reaction equation

HRID 1248509 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-9f3a3bf923e24e4a8fc25833c8448716
Source dataset
uspto-grants-1985_06
Patent number
US04524207

Reaction notes

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