Acetyl bromide → HCID 66596805, compound

HRID 1037502Notes

Reaction equation

HRID 1037502 reaction equation
[CH3:1][CH:2]([CH2:26][CH2:27][CH2:28][CH:29]([CH3:36])[CH2:30][CH2:31][CH2:32][CH:33]([CH3:35])[CH3:34])[CH2:3][CH2:4][O:5][C:6]1[CH:18]=[CH:17][C:16]2[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[C:9]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)(O)[C:8]=2[CH:7]=1.C([Br:40])(=O)C>C(Cl)(Cl)Cl>[CH3:1][CH:2]([CH2:26][CH2:27][CH2:28][CH:29]([CH3:36])[CH2:30][CH2:31][CH2:32][CH:33]([CH3:35])[CH3:34])[CH2:3][CH2:4][O:5][C:6]1[CH:18]=[CH:17][C:16]2[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[C:9]([Br:40])([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[C:8]=2[CH:7]=1

Participants

4

Reactant 2

HCID 10482Acetyl bromideHCID 56941186HCID 56941186, compound

Product 1

HCID 66596805HCID 66596805, compoundYield 62.2%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

The aforementioned 2-(3′,7′,11′-trimethyldodecyloxy)-9-phenylfluoren-9-ol (181 mg, 0.37 mmol) was dissolved in chloroform (2 ml), acetyl bromide (55 μl, 0.74 mmol) was added dropwise and the mixture was stirred for 6 hr. After completion of the reaction, the solvent was evaporated, and the residue was dissolved in heptane, and washed three times with acetonitrile. The solvent of the heptane layer was evaporated to give 2-(3′,7′,11′-trimethyldodecyloxy)-9-bromo-9-phenylfluorene (126 mg, 0.23 mmol, yield 62%).

Workup

  1. customAfter completion of the reaction
  2. customthe solvent was evaporated
  3. dissolutionthe residue was dissolved in heptane
  4. washwashed three times with acetonitrile
  5. customThe solvent of the heptane layer was evaporated

Sources & evidence

ORD record
ord-b378b1e6dc5c40f58961639b265b5002
Source dataset
uspto-grants-2013_10
Patent number
US08546534B2

Reaction notes

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