Water → 2-Benzyloxymethyl-8-phenethyl-1,4-dioxa-8-azaspiro[4,5]decane

HRID 77339

반응식

HRID 77339 반응식
[OH:1][CH2:2][CH:3]1[CH2:7][O:6][C:5]2([CH2:12][CH2:11][N:10]([CH2:13][CH2:14][C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[CH2:9][CH2:8]2)[O:4]1.[H-].[Na+].[CH2:23](Cl)[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1.O>C1(C)C=CC=CC=1.[Br-].C([N+](CCCC)(CCCC)CCCC)CCC>[CH2:23]([O:1][CH2:2][CH:3]1[CH2:7][O:6][C:5]2([CH2:8][CH2:9][N:10]([CH2:13][CH2:14][C:15]3[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=3)[CH2:11][CH2:12]2)[O:4]1)[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1

참가 물질

7

반응물 4

HCID 962WaterHCID 7503Benzyl ChlorideHCID 24758Sodium hydrideHCID 667015182-Hydroxymethyl-8-phenethyl-1,4-dioxa-8-azaspiro[4,5]decane2회

생성물 1

HCID 706562192-Benzyloxymethyl-8-phenethyl-1,4-dioxa-8-azaspiro[4,5]decane수율 84%

시약·촉매·용매 2

HCID 74236Tetrabutylammonium Bromide촉매HCID 1140Toluene용매2회

반응 조건

온도
58 °C

실험 절차

2-hydroxymethyl-8-phenethyl-1,4-dioxa-8-azaspiro[4,5]decane (compound 1, 50 gm, 0.18 mole) was dissolved in toluene (250 ml) at room temperature. 10 gm of 60% of sodium hydride in toluene (300 ml) was added to the above solution until the effervescence ceased. 2 gram of phase transfer catalyst tetrabutylammonium bromide (TBAB) was added. Benzyl chloride, 23 gm was then added drop wise to the above reaction mass and the reaction was maintained at 58° C. for 15 hrs. The reaction mass was poured into water and organic layer was separated. Toluene was removed under reduced pressure to get a thick reddish brown liquid. The yield is 84%.

후처리

  1. customwas separated
  2. customToluene was removed under reduced pressure
  3. customto get a thick reddish brown liquid

출처 및 근거

ORD 기록
ord-a24ceebfe54e4f4bba2988ebc1183c6b
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08841296B2

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