Butyryl chloride → HCID 131726617, compound

HRID 1178305Notes

Reaction equation

HRID 1178305 reaction equation
[C:1](Cl)(=[O:5])[CH2:2][CH2:3][CH3:4].[OH:7][C@@H:8]1[C:13]2=[C:14]3[C:23](=[C:24]([O:26][CH3:27])[CH:25]=[C:12]2[O:11][C:10]([CH3:35])([CH3:34])[C@@H:9]1[OH:36])[C:22](=[O:28])[C:21]1[C:16](=[CH:17][CH:18]=[C:19]2[CH:32]=[CH:31][CH:30]=[CH:29][C:20]2=1)[N:15]3[CH3:33]>CN(C)C1C=CN=CC=1.N1C=CC=CC=1>[C:1]([O:36][C@H:9]1[C:10]([CH3:34])([CH3:35])[O:11][C:12]2[C:13](=[C:14]3[C:23](=[C:24]([O:26][CH3:27])[CH:25]=2)[C:22](=[O:28])[C:21]2[C:16](=[CH:17][CH:18]=[C:19]4[CH:32]=[CH:31][CH:30]=[CH:29][C:20]4=2)[N:15]3[CH3:33])[C@H:8]1[OH:7])(=[O:5])[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 2

HCID 8855Butyryl chloride2×HCID 11697098HCID 11697098, compound

Product 1

HCID 131726617HCID 131726617, compound

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 1049PyridineSolvent

Procedure

Add 2 equivalents of butyryl chloride to a solution of 0.74 mmol of the compound of Example 4 in the presence of 4-dimethylaminopyridine in 7 ml of anhydrous pyridine. Stir at ambient temperature for 72 hours and then add 5 equivalents of butyryl chloride and resume stirring for 72 hours; then evaporate to dryness. Chromatography over silica gel allows the expected product to be isolated.

Workup

  1. stirringresume stirring for 72 hours
  2. customthen evaporate to dryness
  3. customto be isolated

Sources & evidence

ORD record
ord-f242ded9b3604b57ac79d74b01a2d45e
Source dataset
uspto-grants-2007_10
Patent number
US07276512B2

Reaction notes

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