(3,5,5,8,8-Pentamethyl-5,6,7,8-tetrahydronaphthalen-2-yl)boronic acid → HCID 22634659, compound

HRID 2417326Notes

Reaction equation

HRID 2417326 reaction equation
[CH3:1][C:2]1[C:3](B(O)O)=[CH:4][C:5]2[C:6]([CH3:15])([CH3:14])[CH2:7][CH2:8][C:9]([CH3:13])([CH3:12])[C:10]=2[CH:11]=1.Br[C:20]1[CH:25]=[CH:24][C:23]([C:26](=[CH2:30])[C:27]([OH:29])=[O:28])=[CH:22][CH:21]=1>>[CH3:1][C:2]1[C:3]([C:25]2[CH:24]=[C:23]([C:26](=[CH2:30])[C:27]([OH:29])=[O:28])[CH:22]=[CH:21][CH:20]=2)=[CH:4][C:5]2[C:6]([CH3:15])([CH3:14])[CH2:7][CH2:8][C:9]([CH3:13])([CH3:12])[C:10]=2[CH:11]=1

Participants

3

Reactant 2

HCID 10037535(3,5,5,8,8-Pentamethyl-5,6,7,8-tetrahydronaphthalen-2-yl)boronic acidHCID 22634694HCID 22634694, compound

Product 1

HCID 22634659HCID 22634659, compound

Procedure

In a similar manner to Example 9(b), by reaction of 73.4 g (0.30 mol) of 3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydro-2-naphthylboronic acid with 44.7 g (0.20 mol) of 4-bromophenylacrylic acid, and after recrystallization from ethanol, 48 g (61%) of 3-(3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydro-2-naphthyl)phenylacrylic acid are obtained, with a melting point of 207-8° C.

Workup

  1. customafter recrystallization from ethanol, 48 g (61%) of 3-(3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydro-2-naphthyl)phenylacrylic acid
  2. customare obtained, with a melting point of 207-8° C.

Sources & evidence

ORD record
ord-2aafd98f300c499eb5f73a9a2bda1254
Source dataset
uspto-grants-2004_11
Patent number
US06825360B1

Reaction notes

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