Ammonium Chloride → HCID 59712306, 화합물

HRID 2222436

반응식

HRID 2222436 반응식
[O:1]1[CH2:5][CH2:4][CH2:3][CH:2]1[C:6]([O:8][CH3:9])=[O:7].C[Si](C)(C)[N-][SiH3].C[Si](C)(C)[N-][SiH3].[Na+].[Na+].[CH:24]([C:26]1[CH:27]=[CH:28][C:29]([O:41][CH3:42])=[C:30]([CH:40]=1)[CH2:31][NH:32][C:33](=[O:39])[O:34][C:35]([CH3:38])([CH3:37])[CH3:36])=[O:25].[Cl-].[NH4+]>O1CCCC1>[C:35]([O:34][C:33]([NH:32][CH2:31][C:30]1[CH:40]=[C:26]([CH:24]([OH:25])[C:2]2([C:6]([O:8][CH3:9])=[O:7])[CH2:3][CH2:4][CH2:5][O:1]2)[CH:27]=[CH:28][C:29]=1[O:41][CH3:42])=[O:39])([CH3:38])([CH3:36])[CH3:37]

참가 물질

6

반응물 4

HCID 25517Ammonium ChlorideHCID 169922Methyl tetrahydrofuran-2-carboxylateHCID 22493931Tert-butyl (5-formyl-2-methoxybenzyl)carbamateHCID 131726863Sodium bis(trimethyldisilylamide)

생성물 1

HCID 59712306HCID 59712306, 화합물수율 49%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

반응 조건

온도
-75 °C

실험 절차

A solution of 2.60 g of methyl tetrahydro-2-furancarboxylate in 10 ml of tetrahydrofuran was added dropwise to 20 ml of sodium bis(trimethyldisilylamide) (1 M solution in tetrahydrofuran) cooled to −75° C. under an atmosphere of nitrogen gas, and the reaction mixture was stirred for 30 minutes. A solution of 2.65 g of t-butyl N-(5-formyl-2-methoxybenzyl)carbamate in 20 ml of tetrahydrofuran was added dropwise, and the mixture was stirred further for 1 hour. 200 ml of saturated aqueous ammonium chloride was added, and the mixture was extracted with 200 ml of ethyl acetate. The organic layer washed with 100 ml of brine, dried over magnesium sulfate and then concentrated. The residue was purified by silica gel column chromatography, to give 1.934 g of the title compound as a colorless powder.

후처리

  1. stirringthe mixture was stirred further for 1 hour
  2. extractionthe mixture was extracted with 200 ml of ethyl acetate
  3. washThe organic layer washed with 100 ml of brine
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated
  6. customThe residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-e47bf3d96898477598f20f7da2d75b59
출처 데이터셋
uspto-grants-2008_05
특허 번호
US07371777B2

연결된 노트

불러오는 중…