Bromine → HCID 57934739, compound

HRID 1433119Notes

Reaction equation

HRID 1433119 reaction equation
BrC12CC3CC(CC(C3)C1)C2.Br[C:13]12[CH2:22][C:17]3([CH3:23])[CH2:18][CH:19]([CH2:21][C:15]([CH3:24])([CH2:16]3)[CH2:14]1)[CH2:20]2.[Na].[CH3:26][C:27]12[CH2:37][CH:31]3[CH2:32][C:33]([CH3:36])([CH2:35][C:29]([C:38]45[CH2:47][CH:42]6[CH2:43][CH:44]([CH2:46][CH:40]([CH2:41]6)[CH2:39]4)[CH2:45]5)([CH2:30]3)[CH2:28]1)[CH2:34]2.BrBr.BrC12CC3CC(CC(C45CC6(C)CC(CC(C)(C6)C4)C5)(C3)C1)C2>C1(C)C=CC=C(C)C=1>[CH3:36][C:33]12[CH2:32][CH:31]3[CH2:37][C:27]([CH3:26])([CH2:28][C:29]([C:38]45[CH2:47][CH:42]6[CH2:41][CH:40]([CH2:46][C:44]([C:19]78[CH2:21][C:15]9([CH3:24])[CH2:14][CH:13]([CH2:22][C:17]([CH3:23])([CH2:16]9)[CH2:18]7)[CH2:20]8)([CH2:43]6)[CH2:45]4)[CH2:39]5)([CH2:30]3)[CH2:35]1)[CH2:34]2

Participants

8

Reactant 6

HCID 24408BromineHCID 791061-BromoadamantaneHCID 983171-Bromo-3,5-dimethyladamantane2×HCID 5360545SodiumHCID 23596968HCID 23596968, compound3×HCID 57934713HCID 57934713, compound3×

Product 1

HCID 57934739HCID 57934739, compound

Reagents, catalysts & solvents 1

HCID 7929M-XyleneSolvent

Procedure

In the following manner, 1,3-bis-(3-ethynyl-5,7-dimethyl-1-adamantyl)adamantane (Exemplified compound (D-32) is obtained. Described specifically, a coupling reaction between 1-bromoadamantane and 1-bromo-3,5-dimethyladamantane is caused in m-xylene by the addition of metal sodium, whereby 3,5-dimethyl-1,1′-biadamantane (Compound A4) is prepared. Compound A4 is then brominated with bromine into 3′-bromo-3,5-dimethyl-1,1′-biadamantane (Compound A5). Compound (A5) is reacted with 1-bromo-3,5-dimethyladamantane to obtain 1,3-bis-(3,5-dimethyl-1-adamantyl)adamantane (Compound A6). The resulting compound is then treated in a similar manner to that shown in <Synthesis of Exemplified compound (D-2)>, whereby Exemplified compound (D-32) is obtained.

Workup

  1. customis prepared

Sources & evidence

ORD record
ord-be9f5a6209b74d9c816df3dbf841f54c
Source dataset
uspto-grants-2009_11
Patent number
US07612155B2

Reaction notes

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