1-(Benzyloxy)-3-bromobenzene → HCID 18980432, compound

HRID 2392753Notes

Reaction equation

HRID 2392753 reaction equation
Br[C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([O:8][CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH:3]=1.Cl.[CH3:17][N:18]([CH2:20][CH:21]1[CH2:26][CH:25]([CH2:27][C:28]2[CH:33]=[CH:32][C:31]([CH3:34])=[CH:30][CH:29]=2)[CH2:24][CH2:23][C:22]1=[O:35])[CH3:19]>CCOCC.CCCCCC>[CH2:9]([O:8][C:4]1[CH:3]=[C:2]([C:22]2([OH:35])[CH2:23][CH2:24][CH:25]([CH2:27][C:28]3[CH:29]=[CH:30][C:31]([CH3:34])=[CH:32][CH:33]=3)[CH2:26][CH:21]2[CH2:20][N:18]([CH3:17])[CH3:19])[CH:7]=[CH:6][CH:5]=1)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Participants

4

Reactant 2

HCID 27566381-(Benzyloxy)-3-bromobenzeneHCID 18980424HCID 18980424, compound

Product 1

HCID 18980432HCID 18980432, compoundYield 65%

Reagents, catalysts & solvents 1

HCID 21584099Diethylether hexaneSolvent

Procedure

1-bromo-3-benzyloxy-benzene and the base of compound (42) were reacted corresponding to the conditions described in Example 1. The product obtained was dissolved in ether/hexane and the base was extracted with 10% acetic acid. After adjusting to an alkaline pH, compound (43) was extracted with ether and dried over sodium sulphate. After removing the solvent by distillation the product was purified with 1:1 ether/diisopropyl ether via an alumina column (3.6% water). Compound (43) was obtained in a yield of 65% theoretical.

Workup

  1. customThe product obtained
  2. extractionthe base was extracted with 10% acetic acid
  3. extractionwas extracted with ether
  4. dry with materialdried over sodium sulphate
  5. customAfter removing the solvent
  6. distillationby distillation the product
  7. customwas purified with 1:1 ether/diisopropyl ether via an alumina column (3.6% water)

Sources & evidence

ORD record
ord-f3631254511e4fb097a8b60f1e2a6805
Source dataset
uspto-grants-1998_09
Patent number
US05801201

Reaction notes

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