Water → HCID 54490045, 화합물

HRID 2256817노트

반응식

HRID 2256817 반응식
[C:1]([O:20][CH2:21][CH:22]([CH2:25][CH2:26][OH:27])[CH2:23][OH:24])([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)([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.C(N([CH2:33][CH3:34])CC)C.[C:35](Cl)(=[O:37])[CH3:36].[OH2:39]>C(OCC)C>[C:35]([O:24][CH2:23][CH:22]([CH2:21][O:20][C:1]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)([C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)[CH2:25][CH2:26][O:27][C:33](=[O:39])[CH3:34])(=[O:37])[CH3:36]

참가 물질

6

반응물 4

HCID 962WaterHCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 19027592HCID 19027592, 화합물

생성물 1

HCID 54490045HCID 54490045, 화합물

시약·촉매·용매 1

HCID 3283Diethyl Ether용매2회

실험 절차

To a stirred mixture of 2-trityloxymethyl-1,4-butandiol (50.85 g, 0.140 mol) and triethylamine (42.6, 0.42 mol) in dry diethyl ether (500 ml) was added slowly a solution of acetyl chloride (27.5 g, 0.35 mol) in ether (25 ml) with external cooling with cold water to maintain room temperature in the mixture. After 45 min the triethylamine hydrochloride was filtered off and washed with a little ether. The combined filtrate was washed with water (50 ml), 0.5M hydrochloric acid (100 mi) and water (50 ml), dried with magnesium sulfate and evaporated in vacuum, finally at 0.1 mBar, to give 61.03 g (97%) of crude oily product. TLC on silica (ethyl acetate+n-hexane 1+1): Rf 0.68.

후처리

  1. filtrationAfter 45 min the triethylamine hydrochloride was filtered off
  2. washwashed with a little ether
  3. washThe combined filtrate was washed with water (50 ml), 0.5M hydrochloric acid (100 mi) and water (50 ml)
  4. dry with materialdried with magnesium sulfate
  5. customevaporated in vacuum, finally at 0.1 mBar
  6. customto give 61.03 g (97%) of crude oily product

출처 및 근거

ORD 기록
ord-7e5b32027fc04576a87889258ff3e4c5
출처 데이터셋
uspto-grants-1997_08
특허 번호
US05656617

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