Pyridine → HCID 18414631, compound

HRID 843627Notes

Reaction equation

HRID 843627 reaction equation
S(Cl)([Cl:3])=O.[CH2:5]([C:8]1[CH:31]=[C:30]([CH:32]2[CH2:37][CH2:36][CH2:35][CH2:34][CH2:33]2)[CH:29]=[CH:28][C:9]=1[O:10][CH2:11][CH2:12][CH2:13][O:14][C:15]1[CH:16]=[C:17]([CH:25]=[CH:26][CH:27]=1)[CH:18](O)[C:19]([O:21][CH2:22][CH3:23])=[O:20])[CH2:6][CH3:7].N1C=CC=CC=1>C1(C)C=CC=CC=1>[Cl:3][CH:18]([C:17]1[CH:25]=[CH:26][CH:27]=[C:15]([O:14][CH2:13][CH2:12][CH2:11][O:10][C:9]2[CH:28]=[CH:29][C:30]([CH:32]3[CH2:37][CH2:36][CH2:35][CH2:34][CH2:33]3)=[CH:31][C:8]=2[CH2:5][CH2:6][CH3:7])[CH:16]=1)[C:19]([O:21][CH2:22][CH3:23])=[O:20]

Participants

5

Reactant 3

HCID 1049PyridineHCID 24386Thionyl ChlorideHCID 18414624HCID 18414624, compound

Product 1

HCID 18414631HCID 18414631, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Thionyl chloride (0.15 mL) was added to a solution of ethyl 4-(3-(2-propyl-4-cyclohexylphenoxy)propoxy) mandelate of Step C (0.71 g), pyridine (0.19 mL), and toluene (15 mL). The reaction mixture was stirred 6-7 h and then partitioned between ethyl acetate and water. The organic layer was washed twice with water, once with brine, dried over sodium sulfate, and filtered. The solvent was removed in vacuo and the resulting oil was used as such for the next step.

Workup

  1. custompartitioned between ethyl acetate and water
  2. washThe organic layer was washed twice with water, once with brine
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered
  5. customThe solvent was removed in vacuo

Sources & evidence

ORD record
ord-4d89dc8ef81a4412a0c48a9f126b42bc
Source dataset
uspto-grants-2002_04
Patent number
US06380191B1

Reaction notes

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