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

HRID 77339ノート

反応式

HRID 77339 の反応式
[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

参加物

7

反応物 4

HCID 962WaterHCID 7503Benzyl ChlorideHCID 24758Sodium hydrideHCID 667015182-Hydroxymethyl-8-phenethyl-1,4-dioxa-8-azaspiro[4,5]decane2 回

生成物 1

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

試薬・触媒・溶媒 2

HCID 74236Tetrabutylammonium Bromide触媒HCID 1140Toluene溶媒2 回

反応条件

温度
58 °C

実験手順

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%.

後処理

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

出典と根拠

ORDレコード
ord-a24ceebfe54e4f4bba2988ebc1183c6b
出典データセット
uspto-grants-2014_09
特許番号
US08841296B2

反応ノート

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