Formic Acid → Methyl [5-(3,5,5,8,8-pentamethyl-2,3,5,6,7,8-hexahydronaphtho[2,3-b]furan-3-yl)-thiophene-3-yl]carboxylate

HRID 1075627노트

반응식

HRID 1075627 반응식
C(N(CCCC)CCCC)CCC.C(O)=O.I[C:18]1[C:19]([O:32][CH2:33][C:34]([C:36]2[S:40][CH:39]=[C:38]([C:41]([O:43][CH3:44])=[O:42])[CH:37]=2)=[CH2:35])=[CH:20][C:21]2[C:22]([CH3:31])([CH3:30])[CH2:23][CH2:24][C:25]([CH3:29])([CH3:28])[C:26]=2[CH:27]=1>C(#N)C.C([O-])(=O)C.C([O-])(=O)C.[Pd+2]>[CH3:35][C:34]1([C:36]2[S:40][CH:39]=[C:38]([C:41]([O:43][CH3:44])=[O:42])[CH:37]=2)[CH2:33][O:32][C:19]2[CH:20]=[C:21]3[C:26](=[CH:27][C:18]1=2)[C:25]([CH3:29])([CH3:28])[CH2:24][CH2:23][C:22]3([CH3:31])[CH3:30]

참가 물질

6

반응물 3

HCID 284Formic AcidHCID 7622TributylamineHCID 67582983Methyl 5-[1-(3-iodo-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yloxymethyl)-vinyl]-3-thiophenecarboxylate

생성물 1

HCID 67581120Methyl [5-(3,5,5,8,8-pentamethyl-2,3,5,6,7,8-hexahydronaphtho[2,3-b]furan-3-yl)-thiophene-3-yl]carboxylate

시약·촉매·용매 2

HCID 167845palladium(II) acetate촉매HCID 6342Acetonitrile용매

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온도
60 °C

실험 절차

A mixture of tributylamine (3.64 ml, 25.16 mmol), palladium diacetate (74 mg, 0.33 mmol), formic acid (0.28 ml, 7.28 mmol) and methyl 5-[1-(3-iodo-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yloxymethyl)-vinyl]-3-thiophenecarboxylate (3.38 g, 6.62 mmol) in acetonitrile (100 ml), was heated at 60° C. for 4 h. The reaction medium was concentrated in a rotary evaporator under vacuum at 40° C., treated with water and extracted with ethyl ether. After decantation, the organic phase was washed twice with water, dried over magnesium sulfate and concentrated in a rotary evaporator under vacuum at 40° C.

후처리

  1. concentrationThe reaction medium was concentrated in a rotary evaporator under vacuum at 40° C.
  2. additiontreated with water
  3. extractionextracted with ethyl ether
  4. washAfter decantation, the organic phase was washed twice with water
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated in a rotary evaporator under vacuum at 40° C.

출처 및 근거

ORD 기록
ord-fa538e44417245d39b991eea6948e786
출처 데이터셋
uspto-grants-1999_05
특허 번호
US05905088

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