Diisobutylaluminum hydride → (2-(Benzyloxy)-4-iodophenyl)methanol

HRID 1171441Notes

Reaction equation

HRID 1171441 reaction equation
[CH2:1]([O:8][C:9]1[CH:18]=[C:17]([I:19])[CH:16]=[CH:15][C:10]=1[C:11](OC)=[O:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CC(C[AlH]CC(C)C)C>C1(C)C=CC=CC=1>[CH2:1]([O:8][C:9]1[CH:18]=[C:17]([I:19])[CH:16]=[CH:15][C:10]=1[CH2:11][OH:12])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 14487Diisobutylaluminum hydrideHCID 66990993Methyl 2-(benzyloxy)-4-iodobenzoate

Product 1

HCID 68417547(2-(Benzyloxy)-4-iodophenyl)methanol

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

The procedure is the same as that described above, using 14 g of methyl 2-benzyloxy-4-iodobenzoate, 350 ml of toluene and 72 ml of DiBAlH. The product is purified by chromatography on a silica column, eluted with a heptane/ethyl acetate 9:1 mixture. After evaporation of the solvents, 12.2 g (99%) of the expected compound are recovered in the form of a yellow oil.

Workup

  1. customThe product is purified by chromatography on a silica column
  2. washeluted with a heptane/ethyl acetate 9:1 mixture
  3. customAfter evaporation of the solvents, 12.2 g (99%) of the expected compound
  4. customare recovered in the form of a yellow oil

Sources & evidence

ORD record
ord-6be7912f618e4550a1e5a34776ba1fef
Source dataset
uspto-grants-2010_11
Patent number
US07829588B2

Reaction notes

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