Ethanol → HCID 14142143, compound

HRID 616852Notes

Reaction equation

HRID 616852 reaction equation
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]([CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][C:14]([O:16][CH2:17][CH3:18])=[O:15])=[O:7].C(O)C.[BH4-].[Na+]>O>[C:14]([CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH:6]([OH:7])[C:2]1[O:1][CH:5]=[CH:4][CH:3]=1)([O:16][CH2:17][CH3:18])=[O:15]

Participants

5

Reactant 3

HCID 702EthanolHCID 4311764Sodium borohydrideHCID 20366324HCID 20366324, compound

Product 1

HCID 14142143HCID 14142143, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a stirred solution of 85g (0.337 mol) of ethyl 7-(2-furoyl)heptanoate (Example 3) in 500 ml of abs. ethanol is added 12.75g (0.337 mol) of sodium borohydride in small portions during 20 min. at 20°-35° C. The mixture is stirred at ambient temperature for 3.5 hr., poured into 2.5 l of water, and extracted with ether. The extract is washed with brine, dried over magnesium sulfate, and concentrated to give a pale yellow oil (85.8g).

Workup

  1. extractionextracted with ether
  2. washThe extract is washed with brine
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-67c0d0bc5c4540e2a534d91ceec5b76b
Source dataset
uspto-grants-1978_02
Patent number
US04076732

Reaction notes

Loading…