Thionyl Chloride → HCID 87822203, compound

HRID 916552Notes

Reaction equation

HRID 916552 reaction equation
[CH:1]1[C:13]2[CH:12]([CH2:14][CH2:15][N:16]([CH3:22])[CH2:17][CH2:18][C:19](O)=[O:20])[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1.S(Cl)([Cl:25])=O>ClC(Cl)C>[ClH:25].[CH:1]1[C:13]2[CH:12]([CH2:14][CH2:15][N:16]([CH3:22])[CH2:17][CH2:18][C:19]([Cl:25])=[O:20])[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 69412355HCID 69412355, compound

Product 1

HCID 87822203HCID 87822203, compound

Reagents, catalysts & solvents 1

HCID 63651,1-DichloroethaneSolvent

Procedure

A solution of 3-{[2-(9H-fluoren-9-yl)-ethyl]-methyl-amino}-propionic acid (11.4 g) in dichloroethane (115 ml) is treated with thionyl chloride (7.71 g) at room temperature for 5′ and at 60° for 1 hour. About 20 ml volatiles are removed under reduced pressure. 100 ml diethyl ether are added and the mixture kept at 5° over night for crystallization. The crystals are collected by filtration, washed with dichloroethane/diethylether and dried. M.p. 120°-123°.

Workup

  1. customAbout 20 ml volatiles are removed under reduced pressure
  2. addition100 ml diethyl ether are added
  3. customthe mixture kept at 5° over night for crystallization
  4. filtrationThe crystals are collected by filtration
  5. washwashed with dichloroethane/diethylether
  6. customdried

Sources & evidence

ORD record
ord-fed1982e821e4313b131f928af7c5078
Source dataset
uspto-grants-2007_09
Patent number
US07271168B2

Reaction notes

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