Propylenediamine → HCID 15340540, compound

HRID 1684505Notes

Reaction equation

[Li].C(N)C(N)C.[CH2:7]([OH:38])[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][C:16]#[C:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH3:37]>>[CH2:7]([OH:38])[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][C:36]#[CH:37]

Participants

Reactant 3

HCID 6567Propylenediamine

HCID 3028194Lithium

HCID 15340539HCID 15340539, compound

Product 1

HCID 15340540HCID 15340540, compound

Procedure

1.0 g (0.1448 mol) of lithium wire was added in small pieces to 75 ml of propylenediamine under an argon atmosphere at room temperature. The mixture was stirred for 15 min at room temperature and then heated at 70° C. until the blue coloration had disappeared. It was cooled to room temperature, 10 g (0.0891 mol) of potassium t-butylate were added, the mixture was stirred for 15 min at room temperature and 10 g (0.0223 mol) of hentriacont-10-yn-1-ol of Example 9 were added as a solid. The mixture was left to stand overnight at room temperature, poured into ice-water and stirred for 30 min at room temperature. The product was filtered off with suction and dried under high vacuum.

Workup

temperatureheated at 70° C. until the blue coloration
temperatureIt was cooled to room temperature
stirringthe mixture was stirred for 15 min at room temperature
waitThe mixture was left
waitto stand overnight at room temperature
stirringstirred for 30 min at room temperature
filtrationThe product was filtered off with suction
customdried under high vacuum

Sources & evidence

ORD record: ord-6bcc569b480843ea91ed9eccc6ef0ed9
Source dataset: uspto-grants-1997_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05641767

Reaction notes

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