Tetrahydrofuran → HCID 20196448, 화합물

HRID 652985노트

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HRID 652985 반응식
C[Si]([N-][Si](C)(C)C)(C)C.[K+].[C:11](=[O:13])=O.[CH3:14][C:15]([CH3:17])=O.O1[CH2:22][CH2:21][CH2:20][CH2:19]1>[Br-].C[P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.CN(C)P(N(C)C)N(C)C>[CH2:14]([O:13][CH2:11][C:20]([CH2:21][CH2:22][CH2:19][CH2:20][CH2:21][CH2:22][CH2:19][CH2:20][CH2:21][CH2:22][CH2:19][CH2:20][CH2:21][CH2:22][CH2:19][CH2:20][CH2:21][CH3:22])=[CH2:19])[C:15]1[CH:17]=[CH:22][CH:21]=[CH:20][CH:19]=1

참가 물질

6

반응물 3

HCID 8028Tetrahydrofuran2회HCID 3251421Potassium bis(trimethylsilyl)amideHCID 18522661Acetone cardice

생성물 1

HCID 20196448HCID 20196448, 화합물

시약·촉매·용매 2

HCID 74505Methyltriphenyliphosphonium bromide촉매HCID 15355Hexamethylphosphorous triamide용매

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온도
-60 °C

실험 절차

To a stirred suspension of 5.0 g of methyl triphenylphosphonium bromide in 50 ml of anhydrous tetrahydrofuran and 4.0 ml of hexamethylphosphorous triamide was gradually added 27 ml of 0.5M potassium bis-trimethylsilylamide. The resultant mixture was then stirred at room temperature for 30 minutes, after which time it was cooled to -60° C. (dry ice/acetone bath) and treated dropwise with a solution of 8.0 g (210 mmol) of the compound of Example 2(b) in 50 ml of anhydrous tetrahydrofuran and stirred for 1 hour at -60° C. and for 1 hour at ice bath temperature. The solids were then filtered off and the filtrate evaporated in vacuo to afford an oil. The oil was then chromatographed on silica gel employing a mixture of petroleum ether and methyl-t-butyl ether in a ratio of 9:1 as the eluent to yield a yellow oil.

후처리

  1. filtrationThe solids were then filtered off
  2. customthe filtrate evaporated in vacuo
  3. customto afford an oil
  4. customThe oil was then chromatographed on silica gel employing
  5. additiona mixture of petroleum ether and methyl-t-butyl ether in a ratio of 9:1 as the eluent
  6. customto yield a yellow oil

출처 및 근거

ORD 기록
ord-19e97064fd464702a2002870fae2a6b6
출처 데이터셋
uspto-grants-1987_06
특허 번호
US04673672

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