4-Pentyn-1-ol → HCID 86760175, compound

HRID 1792750Notes

Reaction equation

HRID 1792750 reaction equation
[CH2:1](O)[CH2:2][CH2:3][C:4]#[CH:5].[CH2:7]([O:9][N:10]=[CH:11][C:12]1[CH:17]=[C:16]([CH3:18])[C:15]([OH:19])=[C:14]([CH3:20])[CH:13]=1)[CH3:8]>>[CH2:7]([O:9][N:10]=[CH:11][C:12]1[CH:17]=[C:16]([CH3:18])[C:15]([O:19][CH2:5][CH2:4][CH2:3][C:2]#[CH:1])=[C:14]([CH3:20])[CH:13]=1)[CH3:8]

Participants

3

Reactant 2

HCID 793464-Pentyn-1-olHCID 136139221HCID 136139221, compound

Product 1

HCID 86760175HCID 86760175, compound

Procedure

Condensation of 4-pentyn-1-ol and 4-hydroxy-3,5-dimethylbenzaldehyde O-ethyloxime using Mitsunobu Reaction conditions (see for example J. Med. Chem., 36, 3240, 1993 and references cited therein) gave 3,5-dimethyl4-(4-pentyn-1-yloxy)benzaldehyde O-ethyl oxime in good yield.

Sources & evidence

ORD record
ord-81fb2facae8544069721ab1464838751
Source dataset
uspto-grants-2006_07
Patent number
US07078403B1

Reaction notes

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