Sodium Iodide → HCID 19836671, 화합물

HRID 476885노트

반응식

HRID 476885 반응식
[Si:1]([O:18][CH2:19][C:20]1[CH:25]=[CH:24][C:23]([OH:26])=[CH:22][CH:21]=1)([C:14]([CH3:17])([CH3:16])[CH3:15])([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Br[CH2:28][C:29]([O:31][CH2:32][CH3:33])=[O:30].[I-].[Na+].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[Si:1]([O:18][CH2:19][C:20]1[CH:25]=[CH:24][C:23]([O:26][CH2:28][C:29]([O:31][CH2:32][CH3:33])=[O:30])=[CH:22][CH:21]=1)([C:14]([CH3:16])([CH3:17])[CH3:15])([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

6

반응물 4

HCID 5238Sodium IodideHCID 7748Ethyl bromoacetateHCID 11430Potassium CarbonateHCID 198366434-({[tert-Butyl(diphenyl)silyl]oxy}methyl)phenol

생성물 1

HCID 19836671HCID 19836671, 화합물

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

Step A ##STR104## A solution of 4-tert-butyldiphenylsilyloxymethylphenol (see Example 1, Step A) (13 g) and ethyl bromoacetate (4.0 ml) in acetone (50 ml) was refluxed for 40 h in the presence of sodium iodide (5.37 g) and potassium carbonate (4.69 g). The reaction mixture was partitioned between ethyl ether and water, and the dried (MgSO4) organic phase was evaporated. Silica gel chromatography of the residue afforded ethyl 2-(4-tert-butyldiphenylsilyloxymethylphenyl)oxyacetate as a colourless syrup (8 g); IR νmax 1735 cm-1 ; NMR (60 MHz, CDCl3)δ 1.1 (9H, s), 1.3 (3H, t, J=6 Hz), 4.2 (2H, q, J=6 Hz), 4.55 and 4.65 (each 2H, s), 6.8-7.8 (10H, m).

후처리

  1. customThe reaction mixture was partitioned between ethyl ether and water
  2. dry with materialthe dried (MgSO4) organic phase
  3. customwas evaporated

출처 및 근거

ORD 기록
ord-b0b2e54ff82c40229a733b8d1d2af9e7
출처 데이터셋
uspto-grants-1989_12
특허 번호
US04886793

반응 노트

불러오는 중…