4-(4-Chlorophenyl)pent-4-en-1-ol → HCID 20281483, compound

HRID 462885Notes

Reaction equation

HRID 462885 reaction equation
ClC1C=CC(C(=C)CCCO)=CC=1.[CH2:14]([CH:16]([C:22]([C:24]1[CH:29]=[CH:28][C:27]([Cl:30])=[CH:26][CH:25]=1)=[CH2:23])[CH2:17][C:18](OC)=[O:19])[CH3:15].[H-].[Al+3].[Li+].[H-].[H-].[H-]>C(OCC)C>[CH2:14]([CH:16]([C:22]([C:24]1[CH:29]=[CH:28][C:27]([Cl:30])=[CH:26][CH:25]=1)=[CH2:23])[CH2:17][CH2:18][OH:19])[CH3:15]

Participants

5

Reactant 3

HCID 132358184-(4-Chlorophenyl)pent-4-en-1-olHCID 20281480HCID 20281480, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 20281483HCID 20281483, compoundYield 105%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

By the procedure described for the preparation of 4-(4-chlorophenyl)pent-4-en-1-ol (see Example 1), methyl 3-ethyl-4-(4-chlorophenyl)pent-4-enoate (1.50 g) and lithium aluminium hydride (0.57 g) in dry diethyl ether (50 ml) gave 3-ethyl-4-(4-chlorophenyl)pent-4-en-1-ol (1.40 g, quantitative) as a pale yellow oil.

Sources & evidence

ORD record
ord-f85e45b30a214eccbbe3f392fc527bf4
Source dataset
uspto-grants-1985_05
Patent number
US04518415

Reaction notes

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