Hydrochloric Acid → HCID 11947985, compound

HRID 2427901Notes

Reaction equation

HRID 2427901 reaction equation
[H-].C([Al+]CC(C)C)C(C)C.C[O:12][C:13]([C:15]1[C:16]([C:21]2[CH:26]=[CH:25][C:24]([CH2:27][Br:28])=[CH:23][CH:22]=2)=[CH:17][CH:18]=[CH:19][CH:20]=1)=O.Cl>C1(C)C=CC=CC=1>[Br:28][CH2:27][C:24]1[CH:23]=[CH:22][C:21]([C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=2[CH2:13][OH:12])=[CH:26][CH:25]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 11012181Methyl 4'-(bromomethyl)biphenyl-2-carboxylateHCID 21225700Diisobutylaluminumhydride

Product 1

HCID 11947985HCID 11947985, compoundYield 94.6%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

To 60.8 ml (0.0735 mol) of diisobutylaluminium hydride in toluene (20 wt % solution) at 0° C. under argon atmosphere 10.8 g (0.0354 mol) of 4′-bromomethylbiphenyl-2-carboxylic acid methyl ester is added dropwise in a period of 30 minutes. Stirring is continued for 2 hours at the temperature between 0° C. and −5° C. Thereafter 300 ml of 1 M hydrochloric acid and 100 ml of toluene are added under stirring, layers are separated and organic layer washed 3 times with 150 ml of water. After drying with MgSO4 and evaporating under reduced pressure, 9.28 g of white crystalline powder is isolated.

Workup

  1. stirringunder stirring
  2. customlayers are separated
  3. washorganic layer washed 3 times with 150 ml of water
  4. dry with materialAfter drying with MgSO4
  5. customevaporating under reduced pressure

Sources & evidence

ORD record
ord-7125204583b945ae964efcd47dc6fd6c
Source dataset
uspto-grants-2011_06
Patent number
US07968727B2

Reaction notes

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