Chloroacetic Acid → (E)-1-(3-phenoxyphenyl)but-1-en-3-yl chloroacetate

HRID 704809노트

반응식

HRID 704809 반응식
[O:1]([C:8]1[CH:9]=[C:10](/[CH:14]=[CH:15]/[CH:16]([OH:18])[CH3:17])[CH:11]=[CH:12][CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl:19][CH2:20][C:21](O)=[O:22].C1CCC(N=C=NC2CCCCC2)CC1.CCOCC>C(Cl)Cl.CN(C1C=CN=CC=1)C>[Cl:19][CH2:20][C:21]([O:18][CH:16]([CH3:17])/[CH:15]=[CH:14]/[C:10]1[CH:11]=[CH:12][CH:13]=[C:8]([O:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)[CH:9]=1)=[O:22]

참가 물질

7

반응물 4

HCID 300Chloroacetic AcidHCID 3283Diethyl EtherHCID 10868DicyclohexylcarbodiimideHCID 20073356HCID 20073356, 화합물

생성물 1

HCID 20073365(E)-1-(3-phenoxyphenyl)but-1-en-3-yl chloroacetate수율 99.2%

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매

실험 절차

The product from step (b) (12.01 g) and chloroacetic acid (5 g) were taken up in methylene chloride, DCC (15 g) was added, and the mixture stirred for 5 minutes. DMAP (0.5 g) was then added, causing the mixture to boil, and the mixture stirred for 1 hour. Ether (200 ml) was then added, the mixture filtered, and the filtrate washed with satd. aqu. NaHCO3, 2 M aqu. HCl, and satd. aqu. NaCl, dried over MgSO4 and stripped. The residue was taken up in ether/pet.ether (1:1, 100 ml). filtered, and stripped to give the desired product (15.7 g).

후처리

  1. stirringthe mixture stirred for 1 hour
  2. filtrationthe mixture filtered
  3. washthe filtrate washed with satd
  4. dry with materialNaCl, dried over MgSO4
  5. filtrationfiltered

출처 및 근거

ORD 기록
ord-6a1f7a21dc614ed287d4993ce04247c7
출처 데이터셋
uspto-grants-1991_01
특허 번호
US04988733

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