Citronellal → Rac.-1-benzyloxy-2,6,10-trimethyl-9-undecen-4-ol

HRID 26780

Reaction equation

HRID 26780 reaction equation
[CH2:1]([O:8][CH2:9][CH:10]([CH3:13])[CH2:11]Br)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:14][C:15](=[CH:17][CH2:18][CH2:19][CH:20]([CH2:22][CH:23]=[O:24])[CH3:21])[CH3:16]>>[CH2:1]([O:8][CH2:9][CH:10]([CH3:13])[CH2:11][CH:23]([OH:24])[CH2:22][CH:20]([CH3:21])[CH2:19][CH2:18][CH:17]=[C:15]([CH3:14])[CH3:16])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 7794CitronellalHCID 2735492((3-Bromo-2-methylpropoxy)methyl)benzene

Product 1

HCID 20349060Rac.-1-benzyloxy-2,6,10-trimethyl-9-undecen-4-ol

Procedure

This compound was prepared starting from the rac. 3-benzyloxy-2-methyl-1-propyl bromide and racemic citronellal using the procedure described in Example 4. Rac.-1-benzyloxy-2,6,10-trimethyl-9-undecen-4-ol was obtained as a colorless oil, b.p. 145°-150° C. (bath temperature) (0.01 mm Hg.).

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-2179a3dab9e34f2aa76a3a51ff615773
Source dataset
uspto-grants-1979_04
Patent number
US04151205

Linked notes

Loading…