Dimethyl Sulfoxide → HCID 23471354, compound

HRID 2057558Notes

Reaction equation

HRID 2057558 reaction equation
[OH:1][CH2:2][C:3]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:10]([CH:17]=[O:18])=[C:9]2[C:4]=1[CH:5]=[CH:6][C:7]([CH3:19])=[CH:8]2.C(N(CC)CC)C.CS(C)=O>O>[CH3:19][C:7]1[CH:6]=[CH:5][C:4]2[C:9](=[C:10]([CH:17]=[O:18])[C:11]3[C:16]([C:3]=2[CH:2]=[O:1])=[CH:15][CH:14]=[CH:13][CH:12]=3)[CH:8]=1

Participants

5

Reactant 3

HCID 679Dimethyl Sulfoxide2×HCID 8471TriethylamineHCID 20330859HCID 20330859, compound

Product 1

HCID 23471354HCID 23471354, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of 1.25 g. of 10-(hydroxymethyl)-2-methyl-9-anthraldehyde in a mixture of 14 ml. of triethylamine and 20 ml. of dry dimethylsulfoxide is added a solution of 4.80 g. of sulfur trioxide pyridine complex in 20 ml. of dry dimethylsulfoxide. The reaction mixture is stirred for one hour and then poured into 200 ml. of water. The solid is collected and washed with water, giving 1.18 g. of the desired product as orange crystals, mp. 150°-152° C.

Workup

  1. additionpoured into 200 ml
  2. customThe solid is collected
  3. washwashed with water
  4. customgiving 1.18 g

Sources & evidence

ORD record
ord-af5b7d947f794403a7ed4284b70c16e5
Source dataset
uspto-grants-1980_07
Patent number
US04211726

Reaction notes

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