3-Phenylprop-2-enoyl chloride → HCID 131726618, compound

HRID 1178309Notes

Reaction equation

HRID 1178309 reaction equation
[C:1](Cl)(=[O:10])[CH:2]=[CH:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[OH:12][C@@H:13]1[C:18]2=[C:19]3[C:28](=[C:29]([O:31][CH3:32])[CH:30]=[C:17]2[O:16][C:15]([CH3:40])([CH3:39])[C@@H:14]1[OH:41])[C:27](=[O:33])[C:26]1[C:21](=[CH:22][CH:23]=[C:24]2[CH:37]=[CH:36][CH:35]=[CH:34][C:25]2=1)[N:20]3[CH3:38]>N1C=CC=CC=1>[C:4]1(/[CH:3]=[CH:2]/[C:1]([O:41][CH:14]2[C:15]([CH3:39])([CH3:40])[O:16][C:17]3[C:18](=[C:19]4[C:28](=[C:29]([O:31][CH3:32])[CH:30]=3)[C:27](=[O:33])[C:26]3[C:21](=[CH:22][CH:23]=[C:24]5[CH:37]=[CH:36][CH:35]=[CH:34][C:25]5=3)[N:20]4[CH3:38])[CH:13]2[OH:12])=[O:10])[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 660233-Phenylprop-2-enoyl chlorideHCID 11697098HCID 11697098, compound

Product 1

HCID 131726618HCID 131726618, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
0 °C

Procedure

1.33 mmol of cinnamoyl chloride are added to a previously cooled solution of 0.30 mmol of the compound of Example 4 in 4 ml of pyridine. After stirring at 0° C. for 90 minutes, the reaction mixture is evaporated under reduced pressure. Chromatography over silica gel (cyclohexane, and then cyclohexane/acetone: 94/6 to 90/10) allows the expected product to be isolated.

Workup

  1. customthe reaction mixture is evaporated under reduced pressure
  2. customto be isolated

Sources & evidence

ORD record
ord-7bf4d0242a1141b694163f395c713a21
Source dataset
uspto-grants-2007_10
Patent number
US07276512B2

Reaction notes

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