Water → 2-(4-Bromophenyl)-5-chloro-pentanoic acid

HRID 220198ノート

反応式

HRID 220198 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH2:11][CH2:12][CH2:13][Cl:14])[C:9]#N)=[CH:4][CH:3]=1.[OH:15]S(O)(=O)=O.[OH2:20]>>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH2:11][CH2:12][CH2:13][Cl:14])[C:9]([OH:15])=[O:20])=[CH:4][CH:3]=1

参加物

4

反応物 3

HCID 962Water2 回HCID 1118Sulfuric AcidHCID 592383202-(4-Bromophenyl)-5-chloropentane nitrile

生成物 1

HCID 592382802-(4-Bromophenyl)-5-chloro-pentanoic acid収率 90%

実験手順

The 2-(4-bromophenyl)-5-chloropentane nitrile (4 g, 14.7 mmol) was hydrolyzed by refluxing for 12 h with a 3:5:3 mixture of concentrated H2SO4, glacial acietic acid, and water (33 mL). The reaction mixture was cooled to room temperature, diluted with water, and extracted with CHCl3. The organic layer was washed with brine (3 times), then dried with MgSO4, the solution was evaporated to dryness under reduced pressure, giving an oil (3.8 g, 90%). MS: calc'd 290 (MH+), exp 290 (MH+). 1H NMR (400 MHz, CDCl3), 7.46-7.56 (2H), 7.10-7.20 (2H), 3.84 (1H), 3.52 (3H), 1.60-2.20 (4H).

後処理

  1. extractionextracted with CHCl3
  2. washThe organic layer was washed with brine (3 times)
  3. dry with materialdried with MgSO4
  4. customthe solution was evaporated to dryness under reduced pressure

出典と根拠

ORDレコード
ord-463fb7c47aeb43a89b92ee4f6a7f8cdc
出典データセット
uspto-grants-2012_06
特許番号
US08202866B2

反応ノート

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