Hydrochloric Acid → HCID 20437930, compound

HRID 1980013Notes

Reaction equation

HRID 1980013 reaction equation
[CH3:1][O:2][C:3]([CH3:14])([CH3:13])[CH2:4][CH2:5][CH2:6][CH:7]([CH3:12])[CH2:8][CH2:9][Mg]Cl.[CH:15]([C:18]1[CH:25]=[CH:24][C:21]([CH:22]=[O:23])=[CH:20][CH:19]=1)([CH3:17])[CH3:16].Cl>O1CCCC1>[CH:15]([C:18]1[CH:25]=[CH:24][C:21]([CH:22]([OH:23])[CH2:9][CH2:8][CH:7]([CH3:12])[CH2:6][CH2:5][CH2:4][C:3]([CH3:14])([O:2][CH3:1])[CH3:13])=[CH:20][CH:19]=1)([CH3:17])[CH3:16]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 326CuminaldehydeHCID 178494943HCID 178494943, compound

Product 1

HCID 20437930HCID 20437930, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To the 7-methoxy-3,7-dimethyloctylmagnesium chloride (0.155 mol) in tetrahydrofuran (200 ml) under nitrogen was added p-isopropylbenzaldehyde (37 g, 86.94% pure) in tetrahydrofuran (50 ml) over 20 min. The reaction was exothermic, causing solvent to boil during the course of addition. After stirring at room temperature continued thereafter for a total of 23 h, the reaction mixture was poured into dilute hydrochloric acid, and extracted with pentane. The extracts were washed with bicarbonate, brine, and dried. Upon solvent evaporation, an oil weighing 65.1 g was obtained which was shown to contain 18.31% of the alcohol product.

Workup

  1. additionto boil during the course of addition
  2. extractionextracted with pentane
  3. washThe extracts were washed with bicarbonate, brine
  4. customdried
  5. customUpon solvent evaporation
  6. customwas obtained which

Sources & evidence

ORD record
ord-074f1e7b7e8f4c3fb2a40a65c993c6f5
Source dataset
uspto-grants-1984_11
Patent number
US04484007

Reaction notes

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