Water → HCID 15340539, compound

HRID 1684504Notes

Reaction equation

HRID 1684504 reaction equation
O1CCCCC1[O:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][C:17]#[C:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH3:38].O.C1(C)C=CC(S(O)(=O)=O)=CC=1.O>C1COCC1.CO>[CH2:8]([OH:7])[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][C:17]#[C:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH3:38]

Participants

6

Reactant 3

HCID 962WaterHCID 521998p-Toluenesulfonic acid monohydrateHCID 15340538HCID 15340538, compound

Product 1

HCID 15340539HCID 15340539, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

25.6 g (0.048 mol) of 1-tetrahydropyranyloxyhentriacont-10-yne of Example 8 were dissolved in a mixture of 100 ml of THF and 50 ml of methanol, and a catalytic amount (spatula tipful) of p-toluenesulfonic acid monohydrate was added at room temperature. After 3 h at room temperature, the reaction mixture was poured into 1.5 1 of water and stirred for 30 min. The product was filtered off with suction, washed with water and dried under high vacuum.

Workup

  1. filtrationThe product was filtered off with suction
  2. washwashed with water
  3. customdried under high vacuum

Sources & evidence

ORD record
ord-b2db7b73cfcd4eedb3a53495956f403f
Source dataset
uspto-grants-1997_06
Patent number
US05641767

Reaction notes

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