Dimethylformamide → Benzyl 2,2-dimethylpent-4-enoate

HRID 1367135

反応式

HRID 1367135 の反応式
C([O-])([O-])=O.[K+].[K+].[CH3:7][C:8]([CH3:15])([CH2:12][CH:13]=[CH2:14])[C:9]([OH:11])=[O:10].CN(C=O)C.[CH2:21](Br)[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>O.C(OCC)C>[CH3:7][C:8]([CH3:15])([CH2:12][CH:13]=[CH2:14])[C:9]([O:11][CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)=[O:10]

参加物

7

反応物 4

HCID 6228DimethylformamideHCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 1400652,2-Dimethyl-4-pentenoic acid

生成物 1

HCID 66973286Benzyl 2,2-dimethylpent-4-enoate

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 3283Diethyl Ether溶媒

実験手順

To a mixture of K2CO3 (1.58 g, 11.5 mmol), 2,2-dimethylpent-4-enoic acid (1.30 g, 10.1 mmol) and DMF (8.1 mL) was added benzyl bromide (1.40 g, 8.19 mmol) slowly over 15 minutes. After 4 hours the mixture was diluted with a mixture of water (80 mL) and diethylether (80 mL). The organic layer was separated and sequentially washed with 80 mL of 5% aqueous sodium bicarbonate, saturated copper sulfate, slightly acidic water, half-saturated brine, and then saturated brine. The organics were then dried over sodium sulfate, filtered and concentrated in vacuo to give the title compound which was used without further purification. MS: m/z=219 (M+1).

後処理

  1. customThe organic layer was separated
  2. washsequentially washed with 80 mL of 5% aqueous sodium bicarbonate, saturated copper sulfate, slightly acidic water, half-saturated brine
  3. dry with materialThe organics were then dried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-cd97e3c55a20408a8983128802fb236d
出典データセット
uspto-grants-2011_02
特許番号
US07893079B2

関連ノート

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