Water → HCID 178458391, compound

HRID 1035721Notes

Reaction equation

HRID 1035721 reaction equation
[OH:1][C@H:2]1[CH2:7][CH2:6][C@H:5]([C:8]2[CH:13]=[CH:12][C:11]([OH:14])=[CH:10][CH:9]=2)[CH2:4][CH2:3]1.[CH2:15](Br)[CH:16]=[CH2:17].C(=O)([O-])[O-].[K+].[K+].O>CN(C=O)C.CC(C)=O>[CH2:17]([O:14][C:11]1[CH:10]=[CH:9][C:8]([C@H:5]2[CH2:4][CH2:3][C@H:2]([OH:1])[CH2:7][CH2:6]2)=[CH:13][CH:12]=1)[CH:16]=[CH2:15]

Participants

7

Reactant 4

HCID 962WaterHCID 7841Allyl bromideHCID 11430Potassium CarbonateHCID 178516056HCID 178516056, compound

Product 1

HCID 178458391HCID 178458391, compoundYield 98.4%

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 6228DimethylformamideSolvent

Procedure

10.6 g of trans-4-(4-hydroxycyclohexyl)phenol (55.13 mmol, 14 eq.) are dissolved in 150 mL of a 2/1 mixture of DMF and acetone, to which are added with stirring 4.8 mL of allyl bromide (55.13 mmol, 14 eq.), followed by 11.43 g (82.7, 1.5 eq.) of potassium carbonate. After 3 days, the reaction medium is poured into 300 mL of water, filtered, washed with water and dried to give 12.6 g of trans-4-(4-allyloxyphenyl)cyclohexanol.

Workup

  1. additionare added
  2. filtrationfiltered
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-b5783298821c4b448c14d63e4506e87d
Source dataset
uspto-grants-2013_10
Patent number
US08546391B2

Reaction notes

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