Water → HCID 59201074, compound

HRID 1690138Notes

Reaction equation

HRID 1690138 reaction equation
[F:1][C:2]([F:31])([F:30])[C:3]([C:12]1[CH:26]=[CH:25][C:15]([O:16][C:17]2[CH:18]=[C:19]([CH:22]=[CH:23][CH:24]=2)[CH:20]=[O:21])=[C:14]([CH2:27][CH2:28][CH3:29])[CH:13]=1)([O:8][CH2:9][O:10][CH3:11])[C:4]([F:7])([F:6])[F:5].[BH4-].[Na+].O>CO>[F:1][C:2]([F:30])([F:31])[C:3]([C:12]1[CH:26]=[CH:25][C:15]([O:16][C:17]2[CH:18]=[C:19]([CH2:20][OH:21])[CH:22]=[CH:23][CH:24]=2)=[C:14]([CH2:27][CH2:28][CH3:29])[CH:13]=1)([O:8][CH2:9][O:10][CH3:11])[C:4]([F:5])([F:7])[F:6]

Participants

5

Reactant 3

HCID 962WaterHCID 4311764Sodium borohydrideHCID 59200894HCID 59200894, compound

Product 1

HCID 59201074HCID 59201074, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 3-(4-(1,1,1,3,3,3-hexafluoro-2-(methoxymethoxy)propan-2-yl)-2-propylphenoxy)benz aldehyde (1.79 g, 3.97 mmol) in methanol, sodium borohydride (0.16 g) was added at 0° C. After completion of the reaction, the reaction solution was added with water, extracted with ethyl acetate, and then concentrated in vacuo. The obtained residue was purified using thin-layer silica-gel column chromatography (hexane/ethyl acetate) and the title compound (1.79 g, yield 100%) was obtained as a colorless oil.

Workup

  1. customAfter completion of the reaction
  2. extractionextracted with ethyl acetate
  3. concentrationconcentrated in vacuo
  4. customThe obtained residue was purified

Sources & evidence

ORD record
ord-50a67c3b94774a31a65fe75dc83cbca8
Source dataset
uspto-grants-2012_04
Patent number
US08153634B2

Reaction notes

Loading…