Cyclopropanecarbonyl chloride → HCID 20278267, compound

HRID 647532Notes

Reaction equation

HRID 647532 reaction equation
[C:1]1([CH:7]2[S:20][C:14]3([CH2:19][CH2:18][NH:17][CH2:16][CH2:15]3)[C:9]3[CH:10]=[CH:11][CH:12]=[CH:13][C:8]2=3)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH:21]1([C:24](Cl)=[O:25])[CH2:23][CH2:22]1.C(=O)(O)[O-].[Na+]>ClCCl>[CH:21]1([C:24]([N:17]2[CH2:16][CH2:15][C:14]3([C:9]4[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=4[CH:7]([C:1]4[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=4)[S:20]3)[CH2:19][CH2:18]2)=[O:25])[CH2:23][CH2:22]1

Participants

5

Reactant 3

HCID 77637Cyclopropanecarbonyl chlorideHCID 516892Sodium BicarbonateHCID 12694098HCID 12694098, compound

Product 1

HCID 20278267HCID 20278267, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 0.5 g of 1,3-dihydro-3-phenylspiro[benzo(c)thiophene-1,4'-piperidine], Example 4, 0.4 g of cyclopropylcarbonyl chloride and 1.0 g of sodium bicarbonate in 20 ml of dichloromethane is stirred at ambient temperature for 16 hours. The well stirred mixture is filtered and the filtrate is concentrated to dryness. The residue is passed through a silica gel/ether column with an ether eluant to provide pure 1'-cyclopropylcarbonyl-1,3-dihydro-3-phenylspiro[benzo(c)thiophene-1,4'-piperidine].

Workup

  1. stirringThe well stirred mixture
  2. filtrationis filtered
  3. concentrationthe filtrate is concentrated to dryness

Sources & evidence

ORD record
ord-b2bc63d88d424e9495d15cac4027ba4f
Source dataset
uspto-grants-1983_10
Patent number
US04409229

Reaction notes

Loading…