Phenol → HCID 20218348, compound

HRID 2195580Notes

Reaction equation

HRID 2195580 reaction equation
Br[C:2]12[CH2:11][CH:6]3[CH2:7][CH:8]([CH2:10][C:4]([C:12]45[CH2:21][CH:16]6[CH2:17][CH:18]([CH2:20][C:14](Br)([CH2:15]6)[CH2:13]4)[CH2:19]5)([CH2:5]3)[CH2:3]1)[CH2:9]2.[C:23]1([OH:29])[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>CO>[OH:29][C:23]1[CH:28]=[CH:27][C:26]([C:2]23[CH2:9][CH:8]4[CH2:7][CH:6]([CH2:5][C:4]([C:12]56[CH2:21][CH:16]7[CH2:17][CH:18]([CH2:20][C:14]([C:26]8[CH:27]=[CH:28][C:23]([OH:29])=[CH:24][CH:25]=8)([CH2:15]7)[CH2:13]5)[CH2:19]6)([CH2:10]4)[CH2:3]2)[CH2:11]3)=[CH:25][CH:24]=1

Participants

4

Reactant 2

HCID 996PhenolHCID 22660516HCID 22660516, compound

Product 1

HCID 20218348HCID 20218348, compoundYield 94.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
55 °C

Procedure

Into a 10 liter four-necked separable flask equipped with a thermometer, a stirrer, an inlet for nitrogen gas and a reflux condenser, 64.5 g (0.15 moles) of 3,3′-dibromo-1,1′-biadamantane and 1032 g (10.95 moles) of phenol were placed, and the resultant mixture was heated under the refluxing condition at 155° C. for 30 minutes. After the mixture was cooled at the room temperature, 4.3 liters of methanol was added, and the obtained mixture was heated under the refluxing condition at 55° C. for 10 minutes. The formed precipitates were separated by filtration, washed with a flow of methanol and dried at 60° C. under a reduced pressure for 24 hours, and 64.2 g of the product was obtained (the yield: 93.7%).

Workup

  1. additionwas added
  2. customThe formed precipitates
  3. customwere separated by filtration
  4. washwashed with a flow of methanol
  5. customdried at 60° C. under a reduced pressure for 24 hours

Sources & evidence

ORD record
ord-aa62a93b79f440e99afa146d03c0cb65
Source dataset
uspto-grants-2012_12
Patent number
US08337982B2

Reaction notes

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