1-Bromooctane → HCID 53973628, compound

HRID 355039Notes

Reaction equation

HRID 355039 reaction equation
[H-].[Na+].[CH2:3]([N:11]1[C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=2[NH:13][C:12]1=[O:20])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].N1C2C=CC=CC=2NC1=O.BrCCCCCCCC.[CH3:40][O:41][C:42](=[O:51])[CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49]Br>CN(C=O)C>[CH3:40][O:41][C:42](=[O:51])[CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][N:13]1[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[N:11]([CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10])[C:12]1=[O:20]

Participants

7

Reactant 5

HCID 81401-BromooctaneHCID 119852-Hydroxy benzimidazoleHCID 24758Sodium hydrideHCID 2150433HCID 2150433, compoundHCID 11107373Methyl 8-bromooctanoate

Product 1

HCID 53973628HCID 53973628, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The product is produced as described in example 1 from 0.9 g. of NaH (80% suspension in mineral oil), 7.5 g. of 1-octylbenzimidazolin-2-one (produced) by alkylation from benzimidazolin-2-one with bromooctane according to example 8), 100 cc. of DMF, 7.1 g. of 8-bromocaprylic acid methyl ester and 0.9 g. of NaJ. Eluant in chromatographic purification: hexane/ethylacetate.

Workup

  1. customThe product is produced
  2. customEluant in chromatographic purification

Sources & evidence

ORD record
ord-cb6ba25dbe284f008800d616d4b95ef7
Source dataset
uspto-grants-1983_03
Patent number
US04377695

Reaction notes

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