1-Iodohexane → N-Hexyl-N-[2-[4-(3,3-dimethoxy-4,4,4-trifluorobut-1-yl)phenoxy]ethyl]dodecylamine

HRID 1700917Notes

Reaction equation

HRID 1700917 reaction equation
[CH3:1][O:2][C:3]([O:32][CH3:33])([C:28]([F:31])([F:30])[F:29])[CH2:4][CH2:5][C:6]1[CH:27]=[CH:26][C:9]([O:10][CH2:11][CH2:12][NH:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])=[CH:8][CH:7]=1.I[CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH3:40].C(N(CCCCCCCCCCCC)CCOC1C=CC(CCC(OC)(OC)C(F)(F)F)=CC=1)CC>>[CH2:35]([N:13]([CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])[CH2:12][CH2:11][O:10][C:9]1[CH:8]=[CH:7][C:6]([CH2:5][CH2:4][C:3]([O:2][CH3:1])([O:32][CH3:33])[C:28]([F:30])([F:31])[F:29])=[CH:27][CH:26]=1)[CH2:36][CH2:37][CH2:38][CH2:39][CH3:40]

Participants

4

Reactant 3

HCID 125271-IodohexaneHCID 18319017N-[2-[4-(3,3-Dimethoxy-4,4,4-trifluorobut-1-yl)phenoxy]ethyl]dodecylamineHCID 18319117N-Propyl-N-[2-[4-(4,4,4-trifluoro-3,3-dimethoxybut-1-yl)phenoxy]ethyl]dodecylamine

Product 1

HCID 18319019N-Hexyl-N-[2-[4-(3,3-dimethoxy-4,4,4-trifluorobut-1-yl)phenoxy]ethyl]dodecylamineYield 67%

Procedure

N-[2-[4-(3,3-Dimethoxy-4,4,4-trifluorobut-1-yl)phenoxy]ethyl]dodecylamine (500 mg, 1.05 mmol) and 1-iodohexane (0.186 ml, 1.26 mmol) were reacted as described in the preparation of N-propyl-N-[2-[4-(3,3-dimethoxy-4,4,4-trifluorobut-1-yl)phenoxy]ethyl]dodecylamine and afforded the title compound (390 mg, g, 67%) as a liquid.

Sources & evidence

ORD record
ord-ab3711a51e2040b698b510f1c2c8e1ce
Source dataset
uspto-grants-2002_02
Patent number
US06350892B1

Reaction notes

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