Water → HCID 11529469, compound

HRID 1270806Notes

Reaction equation

HRID 1270806 reaction equation
[CH2:1]([NH:8][C:9](=[O:23])/[CH:10]=[CH:11]/[CH:12]=[CH:13]/[C:14]1[CH:19]=[CH:18][C:17]([OH:20])=[C:16]([O:21]C)[CH:15]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.B(Br)(Br)Br.O>ClCCl>[CH2:1]([NH:8][C:9](=[O:23])/[CH:10]=[CH:11]/[CH:12]=[CH:13]/[C:14]1[CH:19]=[CH:18][C:17]([OH:20])=[C:16]([OH:21])[CH:15]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 962WaterHCID 25134Boron tribromideHCID 11558627HCID 11558627, compound

Product 1

HCID 11529469HCID 11529469, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
-78 °C

Procedure

To a solution of 5-(4-hydroxy-3-methoxyphenyl)-penta-2,4-dienoic acid benzylamide (118 mg, 0.38 mmol) [Example 5] in 50 mL of dichloromethane, 100 μl of boron tribromide (0.95 mmol) was added dropwise at −78° C. The mixture was stirred for 15 min at −78° C. and for 1 h at room temperature. Water (100 mL) was added, the organic layer was separated, dried with Na2SO4 and evaporated.

Workup

  1. customthe organic layer was separated
  2. dry with materialdried with Na2SO4
  3. customevaporated

Sources & evidence

ORD record
ord-63d88b349de04ce89954efdbc6b0046e
Source dataset
uspto-grants-2007_04
Patent number
US07202383B2

Reaction notes

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