1,5,9-Cyclododecatriene → 2-(4,8-Cyclododecadienyl)propan-1-ol

HRID 1278546Notes

Reaction equation

HRID 1278546 reaction equation
C1CCCCCCCCCCC=1.C1CCC=CCCC=CCCC=1.[CH:25]1([CH:37]([CH3:40])[CH:38]=[O:39])[CH2:36][CH2:35][CH2:34][CH:33]=[CH:32][CH2:31][CH2:30][CH:29]=[CH:28][CH2:27][CH2:26]1>>[CH:25]1([CH:37]([CH3:40])[CH2:38][OH:39])[CH2:36][CH2:35][CH2:34][CH:33]=[CH:32][CH2:31][CH2:30][CH:29]=[CH:28][CH2:27][CH2:26]1

Participants

4

Reactant 3

HCID 126681,5,9-CyclododecatrieneHCID 15164Cyclododecene, (E)-HCID 545525982-(4.8-Cyclododecadienyl)propan-1-al

Product 1

HCID 536675872-(4,8-Cyclododecadienyl)propan-1-ol

Procedure

An alternative approach to synthesis of QRM 2172 would be to utilise a cheaper starting material in place of cyclododecene. In this respect, 1,5,9-cyclododecatriene is worthy of investigation. As shown in FIG. 3. the desired reaction product, 2-(4.8-cyclododecadienyl)propan-1-al (5) (referred to herein as QRM 2669) could be hydrogenated to give QRM 2172. It could also be reduced to give 2-(4,8-cyclododecadienyl)propan-1-ol (6) (referred to herein as QRM 2671), a novel molecule, which would have a strong possibility of exhibiting amber properties, together with improved biodegradability.

Workup

  1. customAn alternative approach to synthesis of QRM 2172
  2. customto give QRM 2172

Sources & evidence

ORD record
ord-b95576b02b394251921787ed695e44d0
Source dataset
uspto-grants-2002_09
Patent number
US06444637B1

Reaction notes

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