Ammonia → HCID 22013396, compound

HRID 1532542Notes

Reaction equation

HRID 1532542 reaction equation
[CH2:1]([C:6]1([CH:23](Cl)[C:24]#[C:25][C:26]#[C:27][CH:28]([C:30]2([CH2:47][CH2:48][CH2:49][CH2:50][CH3:51])[CH2:35][CH2:34][CH:33]([CH:36]3[CH2:41][CH2:40][CH:39]([CH2:42][CH2:43][CH2:44][CH2:45][CH3:46])[CH2:38][CH2:37]3)[CH2:32][CH2:31]2)Cl)[CH2:11][CH2:10][CH:9]([CH:12]2[CH2:17][CH2:16][CH:15]([CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])[CH2:14][CH2:13]2)[CH2:8][CH2:7]1)[CH2:2][CH2:3][CH2:4][CH3:5].[NH2-].[Na+].N.[Cl-].[NH4+]>C(OCC)C>[CH2:1]([C:6]1([C:23]#[C:24][C:25]#[C:26][C:27]#[C:28][C:30]2([CH2:47][CH2:48][CH2:49][CH2:50][CH3:51])[CH2:31][CH2:32][CH:33]([CH:36]3[CH2:41][CH2:40][CH:39]([CH2:42][CH2:43][CH2:44][CH2:45][CH3:46])[CH2:38][CH2:37]3)[CH2:34][CH2:35]2)[CH2:11][CH2:10][CH:9]([CH:12]2[CH2:17][CH2:16][CH:15]([CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])[CH2:14][CH2:13]2)[CH2:8][CH2:7]1)[CH2:2][CH2:3][CH2:4][CH3:5]

Participants

6

Reactant 4

HCID 222AmmoniaHCID 24533Sodium amideHCID 25517Ammonium ChlorideHCID 22013389HCID 22013389, compound

Product 1

HCID 22013396HCID 22013396, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

8.32 g of 1,6-bis(4,4′-dipentylbicyclohexyl-4-yl)-1,6-dichlorohexa-2,4-diyne are dissolved in 30 ml of diethyl ether and added dropwise to a solution of sodium amide in liquid ammonia (prepared from 1 g of sodium). After 30 minutes, the excess amide is decomposed using ammonium chloride, the ammonia is evaporated, and the residue is subjected to conventional work-up, giving 1,6-bis(4,4′-dipentylbicyclohexyl-4-yl) hexa-1,3,5-triyne (C 90 N (63) I, Δε=−1.56, Δn=−0.028).

Workup

  1. customthe ammonia is evaporated

Sources & evidence

ORD record
ord-146b80d187d445d996bd1c1f6bec8d2f
Source dataset
uspto-grants-2001_03
Patent number
US06203724B1

Reaction notes

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