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

HRID 1367135노트

반응식

HRID 1367135 반응식
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]

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매HCID 3283Diethyl Ether용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-cd97e3c55a20408a8983128802fb236d
출처 데이터셋
uspto-grants-2011_02
특허 번호
US07893079B2

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