p-Toluenesulfonic acid → 2-(4-Bromo-2-chlorophenoxy)methyl-8-phenethyl-1,4-dioxa-8-azaspiro[4,5]decane

HRID 77336

反応式

HRID 77336 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.[Cl:21][C:22]1[CH:27]=[C:26]([Br:28])[CH:25]=[CH:24][C:23]=1O.CC1C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[Br:28][C:26]1[CH:25]=[CH:24][C:23]([O:1][CH2:2][CH:3]2[CH2:7][O:6][C:5]3([CH2:8][CH2:9][N:10]([CH2:13][CH2:14][C:15]4[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=4)[CH2:11][CH2:12]3)[O:4]2)=[C:22]([Cl:21])[CH:27]=1

参加物

5

反応物 3

HCID 6101p-Toluenesulfonic acidHCID 198594-Bromo-2-chlorophenolHCID 667015182-Hydroxymethyl-8-phenethyl-1,4-dioxa-8-azaspiro[4,5]decane2 回

生成物 1

HCID 510309912-(4-Bromo-2-chlorophenoxy)methyl-8-phenethyl-1,4-dioxa-8-azaspiro[4,5]decane収率 95%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒2 回

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 (300 ml) at room temperature. To this 44 gms of 2-chloro-4-bromophenol in toluene (150 ml) was added at room temperature 28° C. in the presence of ParaToluenesulfonic Acid (PTSA, 3.5 gm). Reaction mixture was refluxed with stirring for 13 hrs. It was then cooled and filtered. The filtrate was given water wash to bring the pH to neutral. Toluene was removed under vacuum to obtain a thick brick red colored product 95% yield.

後処理

  1. customReaction mixture
  2. temperaturewas refluxed
  3. temperatureIt was then cooled
  4. filtrationfiltered
  5. washwash
  6. customToluene was removed under vacuum

出典と根拠

ORDレコード
ord-0b06f1d871e44007ad9e616efa9e2839
出典データセット
uspto-grants-2014_09
特許番号
US08841296B2

関連ノート

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