Sodium borohydride → HCID 20336141, compound

HRID 1706510Notes

Reaction equation

HRID 1706510 reaction equation
[I:1]/[CH:2]=[CH:3]/[C:4](=[O:15])[C:5]([CH3:14])([CH3:13])[CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[BH4-].[Na+]>CO>[I:1]/[CH:2]=[CH:3]/[CH:4]([OH:15])[C:5]([CH3:13])([CH3:14])[CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 20336138HCID 20336138, compound

Product 1

HCID 20336141HCID 20336141, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

An ice-cold solution of 7.5 g. of 1-iodo-4,4-dimethyl-5-phenyl-trans-1-penten-3-one in 150 ml. of methanol was treated with 0.89 g. of sodium borohydride and stirred at 0° for 11/2 hours. The solvent was evaporated and the residue was dissolved in water and then extracted with ether. The ether was dried and evaporated to afford 7.5 g. of the title product as an oil, λmaxEtOH 3.0, 3.45, 6.23, 6.70, 6.82, 6.90, 7.23, 7.34, 7.87, 8.55, 9.28, 9.71, 10.0, 10.56, 13.04, 13.6 and 14.2μ.

Workup

  1. customThe solvent was evaporated
  2. dissolutionthe residue was dissolved in water
  3. extractionextracted with ether
  4. dry with materialThe ether was dried
  5. customevaporated
  6. customto afford 7.5 g

Sources & evidence

ORD record
ord-da5c1899baf34e6999dc894493f1bfe6
Source dataset
uspto-grants-1980_06
Patent number
US04207419

Reaction notes

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