Water → HCID 25259878, compound

HRID 2222758Notes

Reaction equation

HRID 2222758 reaction equation
[F:1][C:2]([F:24])([F:23])[C:3]1[CH:22]=[CH:21][C:6]([O:7][CH:8]([C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([C:17]([F:20])([F:19])[F:18])[CH:12]=2)[CH:9]=[O:10])=[CH:5][CH:4]=1.[BH4-].[Na+].O.CCOCC>C(O)(C)C>[F:1][C:2]([F:23])([F:24])[C:3]1[CH:4]=[CH:5][C:6]([O:7][CH:8]([C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([C:17]([F:18])([F:19])[F:20])[CH:12]=2)[CH2:9][OH:10])=[CH:21][CH:22]=1

Participants

6

Reactant 4

HCID 962WaterHCID 3283Diethyl EtherHCID 4311764Sodium borohydrideHCID 25259877HCID 25259877, compound2×

Product 1

HCID 25259878HCID 25259878, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

(4-Trifluoromethyl-phenoxy)-(3-trifluoromethyl-phenyl)-acetaldehyde, 124 (0.02 mol) was dissolved in isopropanol (20 mL) and sodium borohydride (0.02 mol) was added. The progress of the reaction was monitored by TLC. When the reaction was complete, water and ether were added. The organic phase was dried and concentrated, and the residue was chromatographed to afford the title compound 125. 1H-NMR (DMSO, 400MHz): δ 7.75-7.24 (m, 8H), 5.59 (μs, 1H), 5.22 (m, 1H), 3.70 (m, 2H).

Workup

  1. customThe organic phase was dried
  2. concentrationconcentrated
  3. customthe residue was chromatographed

Sources & evidence

ORD record
ord-64f4ae4041f7486e9e7c1128502b9215
Source dataset
uspto-grants-2008_05
Patent number
US07371888B2

Reaction notes

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