Triethylamine → HCID 57267407, compound

HRID 1493404Notes

Reaction equation

HRID 1493404 reaction equation
[CH2:1]([NH:13][CH:14]1[CH2:19][C:18]([CH3:21])([CH3:20])[N:17]([O:22][CH:23]([CH3:30])[C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[C:16]([CH3:32])([CH3:31])[CH2:15]1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].C([N:35]([CH2:38][CH3:39])[CH2:36][CH3:37])C.Cl[P:41]1[O:46][CH2:45][C:44]2([CH2:51][O:50][P:49](Cl)[O:48][CH2:47]2)[CH2:43][O:42]1>O1CCCC1>[CH3:30][CH:23]([O:22][N:17]1[C:18]([CH3:20])([CH3:21])[CH2:19][CH:14]([N:13]([CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12])[P:41]2[O:46][CH2:45][C:44]3([CH2:51][O:50][P:49]([N:35]([CH2:36][CH2:37][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][CH3:1])[CH:38]4[CH2:39][C:18]([CH3:19])([CH3:20])[N:17]([O:22][CH:23]([CH3:30])[C:24]5[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=5)[C:16]([CH3:15])([CH3:31])[CH2:32]4)[O:48][CH2:47]3)[CH2:43][O:42]2)[CH2:15][C:16]1([CH3:31])[CH3:32])[C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 772022,4,8,10-Tetraoxa-3,9-diphosphaspiro[5.5]undecane, 3,9-dichloro-HCID 19768353HCID 19768353, compound

Product 1

HCID 57267407HCID 57267407, compoundYield 99.3%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of 8.2 grams (18.4 mmol) of 4-dodecylamino 1-alpha-methylbenzyloxy-2,2,6,6-tetramethylpiperidine (made in Example 11B), 1.86 gram (18.4 mmol) of triethylamine, and 30 ml of tetrahydrofuran is added dropwise over a fifteen minute period to a solution of 2.44 grams (9.2 mmol) of 3,9-dichloro 2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane in 20 ml of tetrahydrofuran. The reaction mixture is then stirred at ambient temperature for four hours. Triethylamine hydrochloride is removed by filtration, and the filtrate is evaporated at reduced pressure to afford 9.88 grams of the title compound as a colorless syrup.

Workup

  1. customTriethylamine hydrochloride is removed by filtration
  2. customthe filtrate is evaporated at reduced pressure

Sources & evidence

ORD record
ord-94ee855f923e47208dd9c7b5837024b7
Source dataset
uspto-grants-1991_06
Patent number
US05021481

Reaction notes

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