Hydrochloric Acid → HCID 53672780, compound

HRID 2290801Notes

Reaction equation

HRID 2290801 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH2:7]([O:14][C:15]1[CH:16]=[C:17]([CH:29]=[CH:30][C:31](=[O:37])[CH2:32][CH2:33][CH2:34][CH2:35][CH3:36])[CH:18]=[CH:19][C:20]=1[O:21][CH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.Cl.[CH3:39]COCC>>[CH2:7]([O:14][C:15]1[CH:16]=[C:17]([CH:29]=[CH:30][CH:31]([OH:37])[CH:32]([CH3:39])[CH2:33][CH2:34][CH2:35][CH3:36])[CH:18]=[CH:19][C:20]=1[O:21][CH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 21226445Aluminium lithium hydrideHCID 54181377HCID 54181377, compound

Product 1

HCID 53672780HCID 53672780, compound

Procedure

To a mixture obtained by adding 0.1 g of lithium aluminum hydride to 20 ml of ether was added 0.55 g of 1-(3,4-dibenzyloxyphenyl)-1-octen-3-one under ice-cooling and the mixture was stirred for one hour at room temperature. To the reaction mixture was gradually added 10 ml of an aqueous 10% hydrochloric acid solution and the ether layer was collected, washed with water, and concentrated under reduced pressure to provide a solid product. By washing the product with a mixture of ether and n-hexane (1:3), 0.4 g of 1-(3,4-dibenzyloxyphenyl)-4-methyl-1-octen-3-ol was obtained.

Workup

  1. customTo a mixture obtained
  2. temperaturecooling
  3. customthe ether layer was collected
  4. washwashed with water
  5. concentrationconcentrated under reduced pressure
  6. customto provide a solid product
  7. washBy washing the product
  8. additionwith a mixture of ether and n-hexane (1:3)

Sources & evidence

ORD record
ord-4c82d18d95d8417189273f83dd51743d
Source dataset
uspto-grants-1986_10
Patent number
US04618627

Reaction notes

Loading…