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Carbon Disulfide → HCID 67412486, compound

HRID 1191185
Notes
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Reaction equation

HRID 1191185 reaction equation
[Br:1][C:2]1[O:6][C:5]([C:7]([O:9][CH3:10])=[O:8])=[CH:4][CH:3]=1.BrCCCCCCCCCCCCCCC[CH2:27][CH2:28][CH3:29].[Al+3].[Cl-].[Cl-].[Cl-].[C:34](=S)=S>>[Br:1][C:2]1[O:6][C:5]([C:7]([O:9][CH3:10])=[O:8])=[CH:4][C:3]=1[C:28]([CH3:27])([CH3:29])[CH3:34]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 4

HCID 6348Carbon DisulfideHCID 82181-BromooctadecaneHCID 599633Methyl 5-bromofuran-2-carboxylateHCID 6451240Aluminum(III) Chloride

Product 1

HCID 67412486HCID 67412486, compound

Procedure

The compound was prepared according to the procedure as described in Gilman, H., et al., J. Am. Chem. Soc., 1939, Vol. 61, pp 473-478, more particular according the general procedure on page 467-477) from methyl 5-bromofuran-2-carboxylate (5.00 g, 24.4 mmol), 1-bromooctadecane (8.13 g, 24.4 mmol), and anhydrous AlCl3 (6.50 g, 48.8 mmol) in CS2 (50 mL) to yield methyl 5-bromo-4-tert-butyl-furan-2-carboxylate. 1H-NMR (400 MHz, CDCl3) δ: 7.12 (s, 1H), 3.88 (s, 3H), 1.33 (s, 9H).

Workup

  1. customThe compound was prepared

Sources & evidence

ORD record
ord-1fd59b0033c4470abc0c800e35af1c65
Source dataset
uspto-grants-2014_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08680098B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes