Sodium borohydride → HCID 59381321, compound

HRID 2354473Notes

Reaction equation

HRID 2354473 reaction equation
[S:1]1[CH2:5][CH2:4][CH:3]([CH2:6][CH2:7][CH2:8][CH2:9][C:10]([O:12][CH2:13][C:14]2[C:27]3[C:28]4=[C:29]5[C:24](=[CH:25][CH:26]=3)[CH:23]=[CH:22][CH:21]=[C:20]5[CH:19]=[CH:18][C:17]4=[CH:16][CH:15]=2)=[O:11])[S:2]1.[BH4-].[Na+]>O>[SH:2][CH:3]([CH2:4][CH2:5][SH:1])[CH2:6][CH2:7][CH2:8][CH2:9][C:10]([O:12][CH2:13][C:14]1[C:27]2[C:28]3=[C:29]4[C:24](=[CH:25][CH:26]=2)[CH:23]=[CH:22][CH:21]=[C:20]4[CH:19]=[CH:18][C:17]3=[CH:16][CH:15]=1)=[O:11]

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 59381323HCID 59381323, compound

Product 1

HCID 59381321HCID 59381321, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Thereafter, 500 mg of (1-pyrenyl)methyl 5-(1,2-dithiolan-3-yl)pentanoate was dissolved in DI water, 30 mg of NaBH4 was added, and the solution was stirred for 30 min at room temperature. The organic phase in the mixture solution was extracted by chloroform and dehydrated by anhydrous MgSO4, and then the organic solvent in the organic phase was removed leaving (1-pyrenyl)methyl 6,8-dimercaptooctanoate as a linking molecule. Because the 1H-NMR spectrum thereof was similar to that before the reduction reaction and the reverse reaction occurred readily, the product was not characterized but directly used to form covalent bonds with the quantum dots.

Workup

  1. extractionThe organic phase in the mixture solution was extracted by chloroform
  2. customthe organic solvent in the organic phase was removed

Sources & evidence

ORD record
ord-80961f079063436d8148d6ab17cfe742
Source dataset
uspto-grants-2010_07
Patent number
US07754107B2

Reaction notes

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