Allyl bromide → HCID 14147378, compound

HRID 236946Notes

Reaction equation

HRID 236946 reaction equation
[C:1]([C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][C:13]=1[OH:14])[CH2:10][CH2:9][CH2:8][CH2:7]2)(=[O:3])[CH3:2].[CH2:15](Br)[CH:16]=[CH2:17].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[C:1]([C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][C:13]=1[O:14][CH2:17][CH:16]=[CH2:15])[CH2:10][CH2:9][CH2:8][CH2:7]2)(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 7841Allyl bromideHCID 11430Potassium CarbonateHCID 109432711-(3-Hydroxy-5,6,7,8-tetrahydronaphthalen-2-yl)ethan-1-one

Product 1

HCID 14147378HCID 14147378, compoundYield 98.3%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 6-acetyl-7-hydroxy-1,2,3,4-tetrahydronaphthalene (2.0 g), allyl bromide (1.7 g), anhydrous potassium carbonate (2.2 g) and N,N-dimethylformamide (50 ml) was stirred at room temperature for 24 hours. The mixture was then poured into ice/water (400 ml) and stirred. The precipitate was filtered off, washed with water and then dried to leave, as an off-white powder, 6-acetyl-7-allyloxy-1,2,3,4-tetrahydronaphthalene (2.38 g), mp 62°-63°.

Workup

  1. stirringstirred
  2. filtrationThe precipitate was filtered off
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-204a06a8452e4c6f857cf73276767f8f
Source dataset
uspto-grants-1979_06
Patent number
US04159273

Reaction notes

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