4-Bromobenzaldehyde → HCID 19786996, compound

HRID 1382435Notes

Reaction equation

HRID 1382435 reaction equation
[CH3:1][C:2]1([CH3:16])[C:10]2[C:5](=[CH:6][C:7]([C:11]#[CH:12])=[CH:8][CH:9]=2)[C:4]([CH3:14])([CH3:13])[CH:3]1[CH3:15].Br[C:18]1[CH:25]=[CH:24][C:21]([CH:22]=[O:23])=[CH:20][CH:19]=1>>[CH3:1][C:2]1([CH3:16])[C:10]2[C:5](=[CH:6][C:7]([C:11]#[C:12][C:18]3[CH:25]=[CH:24][C:21]([CH:22]=[O:23])=[CH:20][CH:19]=3)=[CH:8][CH:9]=2)[C:4]([CH3:14])([CH3:13])[CH:3]1[CH3:15]

Participants

3

Reactant 2

HCID 707414-BromobenzaldehydeHCID 11160178HCID 11160178, compound

Product 1

HCID 19786996HCID 19786996, compoundYield 29.1%

Procedure

Using a procedure similar to that described in Example 1c, 8 g (40 millimoles) of (2,3-dihydro-1,1,2,3,3-pentamethyl-5(1H)-indenyl)-ethyne and 4.6 g (25 millimoles) of 4-bromobenzaldehyde were reacted, the solution was filtered and the filtrate was evaporated down to give a residue, which was extracted with sodium bicarbonate solution/methylene chloride. Stirring the residue with methylene chloride and a little cyclohexane gave 2.3 g (29%) of the title compound of melting point 106°-107° C.

Workup

  1. customwere reacted
  2. filtrationthe solution was filtered
  3. customthe filtrate was evaporated down
  4. customto give a residue, which
  5. extractionwas extracted with sodium bicarbonate solution/methylene chloride

Sources & evidence

ORD record
ord-fa07d2eb9b674e24be1cc1cbea1601f1
Source dataset
uspto-grants-1989_02
Patent number
US04806558

Reaction notes

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