3-(3-Bromopropyl)-2,4-pentanedione → 4-(6-Bromohexyl)heptane-3,5-dione

Reaction equation

Br[CH2:2][CH2:3]CC(C(=O)C)C(=O)C.[C:12]([CH:15]([CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][Br:27])[C:16]([O:18]CC)=O)(=[O:14])[CH3:13].Br[CH2:29]COCCC(C=O)C(=O)CC>>[Br:27][CH2:26][CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH:15]([C:12](=[O:14])[CH2:13][CH3:29])[C:16](=[O:18])[CH2:2][CH3:3]

Participants

Reactant 3

HCID 143062233-(3-Bromopropyl)-2,4-pentanedione

HCID 21429321HCID 21429321, compound

HCID 214293294-[2-(2-Bromoethoxy)ethyl]-3,5-pentanedione

Product 1

HCID 123634064-(6-Bromohexyl)heptane-3,5-dione

Procedure

By selecting the appropriate alkane dibromide and dione or keto-ester, there can be prepared 3-(3-bromopropyl)-2,4-pentanedione, 4-(6-bromohexyl)-2,2,6,6-tetramethyl-3,5-pentanedione, ethyl 2-acetyl-8-bromooctanoate, 4-[2-(2-bromoethoxy)ethyl]-3,5-pentanedione, and the like.

Sources & evidence

ORD record: ord-ddb0567f5b674ce3874449819eb61e80
Source dataset: uspto-grants-1977_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04031246

Reaction notes

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