HCID 86637838, compound → HCID 68520330, compound

HRID 573701Notes

Reaction equation

HRID 573701 reaction equation
[CH:1]1[C:6]2[S:7][C:8]3[C:12]4[CH:13]=[CH:14][C:15]([C:17]([O-:19])=[O:18])=[CH:16][C:11]=4[S:10][C:9]=3[C:5]=2[CH:4]=[CH:3][C:2]=1[C:20]([O-:22])=[O:21]>C1COCC1>[OH:22][CH:20]([OH:21])[C:2]1[CH:3]=[CH:4][C:5]2[C:9]3[S:10][C:11]4[CH:16]=[C:15]([CH:17]([OH:18])[OH:19])[CH:14]=[CH:13][C:12]=4[C:8]=3[S:7][C:6]=2[CH:1]=1

Participants

3

Reactant 1

HCID 86637838HCID 86637838, compound

Product 1

HCID 68520330HCID 68520330, compoundYield 143.5%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

LiAIH4(0.74 g, 19.5 mmol) was added to [1]benzothieno[3,2-b]benzothiophene 2,7-dicarboxylate (1.50 g 3.9 mmol) in THF (40 mL). The mixture was stirred overnight. Insoluble materials were removed by filtration and washed with hot DMSO. The solution was precipitated in 50 mL of 1 normal (“N”) HCl. The product was collected by filtration to obtain 1.86 g (75%) of pure 2,7-bis(dihydroxymethyl)[1]benzothieno[3,2-b]benzothiophene.

Workup

  1. customInsoluble materials were removed by filtration
  2. washwashed with hot DMSO
  3. customThe solution was precipitated in 50 mL of 1 normal (“N”) HCl
  4. filtrationThe product was collected by filtration

Sources & evidence

ORD record
ord-7c0c134e74664cf9b6956cd2fc66f3ec
Source dataset
uspto-grants-2015_05
Patent number
US09029840B2

Reaction notes

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