Tert-Butylamine → 1-{4-[2-(Cyclopropylmethoxy)-ethoxy]phenoxy}-3-t-butylamino-propan-2-ol

HRID 1414141Notes

Reaction equation

HRID 1414141 reaction equation
[CH:1]1([CH2:4][O:5][CH2:6][CH2:7][O:8][C:9]2[CH:19]=[CH:18][C:12]([O:13][CH2:14][CH:15]3[O:17][CH2:16]3)=[CH:11][CH:10]=2)[CH2:3][CH2:2]1.[C:20]([NH2:24])([CH3:23])([CH3:22])[CH3:21]>>[CH:1]1([CH2:4][O:5][CH2:6][CH2:7][O:8][C:9]2[CH:19]=[CH:18][C:12]([O:13][CH2:14][CH:15]([OH:17])[CH2:16][NH:24][C:20]([CH3:23])([CH3:22])[CH3:21])=[CH:11][CH:10]=2)[CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 6385Tert-ButylamineHCID 150353032-((4-(2-(Cyclopropylmethoxy)ethoxy)phenoxy)methyl)oxirane

Product 1

HCID 30474911-{4-[2-(Cyclopropylmethoxy)-ethoxy]phenoxy}-3-t-butylamino-propan-2-olYield 74%

Procedure

Following the procedure of Example I, 1-{4-[2-(cyclopropylmethoxy)-ethoxy]-phenoxy}-2,3-epoxy-propane is prepared and then treated with t-butylamine. 7.6 g (yield=74%) of crude 1{4-[2-(cyclopropylmethoxy)-ethoxy]phenoxy}-3-t-butylamino-propan-2-ol are thus obtained, and this material is converted to the fumarate by mixing stoichiometric amounts of the base and of the acid in solution in isopropanol. The neutral fumarate which has precipitated is filtered off and recrystallised from ethanol (yield=80%), M.p.=158°-160° C.

Workup

  1. customis prepared

Sources & evidence

ORD record
ord-f387247248f440b5b9fa891ab88fa247
Source dataset
uspto-grants-1981_02
Patent number
US04252984

Reaction notes

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