2,3,5-Triiodobenzoic acid → (3,5-Diiodophenyl)methanol

HRID 2397675Notes

Reaction equation

HRID 2397675 reaction equation
I[C:2]1[C:10]([I:11])=[CH:9][C:8]([I:12])=[CH:7][C:3]=1[C:4](O)=[O:5].[H-].[Al+3].[Li+].[H-].[H-].[H-]>>[I:11][C:10]1[CH:2]=[C:3]([CH:7]=[C:8]([I:12])[CH:9]=1)[CH2:4][OH:5]

Participants

3

Reactant 2

HCID 69482,3,5-Triiodobenzoic acidHCID 21226445Aluminium lithium hydride

Product 1

HCID 12330868(3,5-Diiodophenyl)methanol

Procedure

Using the procedure of B. Gaux and D. LeHenaff, Bull. Soc. Chim. Fr. 34, 505 (1974), 2,3,5-triiodobenzoic acid (Aldrich) was treated with lithium aluminum hydride to give 3,5-diiodobenzyl alcohol mp 136.5°-140° (lit 137°). Using the procedure outlined in Example 4, 3,5-diiodobenzyl alcohol was treated with n-hexyl chloroformate giving s (ND25 = 1.5800).

Sources & evidence

ORD record
ord-137f881abc9241f3b6a0591fc8e866b8
Source dataset
uspto-grants-1977_05
Patent number
US04022814

Reaction notes

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