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Propylene Oxide → 2-Morpholinol, 4-(1,1-dimethylethyl)-2,6-dimethyl-

HRID 652219
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인쇄 미리보기

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HRID 652219 반응식
[C:1]([NH2:5])([CH3:4])([CH3:3])[CH3:2].[CH2:6]1[O:9][CH:7]1[CH3:8].C(P(C[CH2:20][CH2:21][CH3:22])CCCC)CCC.[O:23]1CCOCC1>O.[Ru](Cl)(Cl)Cl>[C:1]([N:5]1[CH2:6][CH:7]([CH3:8])[O:9][C:21]([CH3:20])([OH:23])[CH2:22]1)([CH3:4])([CH3:3])[CH3:2]
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참가 물질

6

반응물 4

HCID 6378Propylene OxideHCID 6385Tert-ButylamineHCID 13831TributylphosphineHCID 312751,4-Dioxane

생성물 1

HCID 38976142-Morpholinol, 4-(1,1-dimethylethyl)-2,6-dimethyl-수율 52%

시약·촉매·용매 1

HCID 6093376Ruthenium trichloride hydrate촉매

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온도
180 °C

실험 절차

A 300-ml stirred autoclave with pyrex liner was charged with a mixture of t-butylamine (14.6 g, 0.2 mol), propylene oxide (34.8 g, 0.6 mol), tributylphosphine (1.6 ml), ruthenium(III) trichloride hydrate (0.520 g) and 1,4-dioxane (20 ml). The reactor was sealed and purged of air. The reaction was heated to 180° C. and held for five hours. During the process, the pressure went up to 250 psi. The reaction was allowed to cool to room temperature. The solvent was removed at reduced pressure. The products were distilled to obtain a 52% yield of 4-tert-butyl-2,6-dimethyl-2-hydroxymorpholine and a 12% yield of N-tert-butyl-bis-(2-hydroxypropyl)amine. There is only a small amount of 4-tert-butyl-2,6-dimethylmorpholine (<1%) found in this reaction.

후처리

  1. customThe reactor was sealed
  2. custompurged of air
  3. temperatureto cool to room temperature
  4. customThe solvent was removed at reduced pressure
  5. distillationThe products were distilled

출처 및 근거

ORD 기록
ord-7f415c3ec4b145ae9aa2eea9705adc4c
출처 데이터셋
uspto-grants-1987_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04670557

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