Hydrochloric Acid → (5-Iodo-1,3-phenylene)dimethanol

HRID 1790551Notes

Reaction equation

HRID 1790551 reaction equation
C[O:2][C:3](=O)[C:4]1[CH:13]=[C:12]([I:14])[CH:11]=[C:6]([C:7](OC)=[O:8])[CH:5]=1.[BH4-].[Na+].Cl>C1COCC1.O>[OH:8][CH2:7][C:6]1[CH:5]=[C:4]([CH2:3][OH:2])[CH:13]=[C:12]([I:14])[CH:11]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 2758568Dimethyl 5-iodoisophthalateHCID 4311764Sodium borohydride

Product 1

HCID 22038850(5-Iodo-1,3-phenylene)dimethanol

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of dimethyl-5-iodisophthalate in 800 ml of THF was treated with with 22.2 g of CaCI2. Then, 15.2 g of NaBH4 were added portionwise. The mixture was stirred for one day at room temperature. Then, the mixture was acidified with 250 ml of 3N HCl and diluted with 2 l of H2O. The crude product was isolated by extraction and purified by crystallization from THF/hexane. There were obtained 11.2 g of (3-hydroxymethyl-5-iodo-phenyl)-methanol as white crystals.

Workup

  1. customThe crude product was isolated by extraction
  2. custompurified by crystallization from THF/hexane

Sources & evidence

ORD record
ord-b756258db26b4c7393b28ec15c898830
Source dataset
uspto-grants-2006_07
Patent number
US07071212B2

Reaction notes

Loading…