Water → HCID 18779192, compound

HRID 1422353Notes

Reaction equation

HRID 1422353 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:13]=[CH:12][C:11]([OH:14])=[CH:10][CH:9]=1.[CH2:15](Br)[CH:16]=[CH2:17].O>CN(C=O)C>[CH2:17]([O:14][C:11]1[CH:10]=[CH:9][C:8]([C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[CH3:1])=[CH:13][CH:12]=1)[CH:16]=[CH2:15]

Participants

5

Reactant 3

HCID 962WaterHCID 7841Allyl bromideHCID 11629708HCID 11629708, compound

Product 1

HCID 18779192HCID 18779192, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The phenol from step A (1.72 g, 9.35 mmol), CS2CO3 (3.6 g, 10.5 mmol) and allylbromide (0.9 mL, 10.3 mmol) in DMF (47 nmL) were stirred at room temperature for 48 h. The mixture was poured into water and extracted with EtOAc, washed with water (3×), brine, dried and evaporated to give the title compound as an oil.

Workup

  1. extractionextracted with EtOAc
  2. washwashed with water (3×), brine
  3. customdried
  4. customevaporated

Sources & evidence

ORD record
ord-96efbcc3d1754174b4012bb8f341c6bc
Source dataset
uspto-grants-2000_06
Patent number
US06080870

Reaction notes

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